subject:(Suzuki Miyaura cross coupling)

Queens University

1. Ziebenhaus, Christopher. Iterative, Chemoselective, Enantiospecific, Protecting Group Free Cross-Coupling of Polyboronates .

Degree: Chemistry, 2016, Queens University

URL: http://hdl.handle.net/1974/14023

► The Suzuki-Miyaura cross-coupling reaction is broadly defined as a palladium or nickel catalyzed C-C bond forming reaction occurring between a halide or pseudo-halide electrophile and… (more)

▼ The Suzuki-Miyaura cross-coupling reaction is broadly defined as a palladium or nickel catalyzed C-C bond forming reaction occurring between a halide or pseudo-halide electrophile and an organoboron nucleophile. The extreme importance and power of the Suzuki-Miyaura cross-coupling reaction was recognized in 2010 when its discoverer and prolific developer, Professor Akira Suzuki, was awarded one-third of the Nobel Prize ‘for palladium-catalyzed cross-couplings in organic synthesis’. This decision was widely applauded by the scientific community, both in industry and academia, which had long recognized the value and impact of this discovery. Despite its discovery in 1979 the Suzuki-Miyaura reaction has, until recently, remained confined to the realm of assembling ‘flat’ molecules. It is extremely efficient and reliable in its construction of Csp2- Csp2 bonds namely in the synthesis of stereodefined polyenes, vinylarenes, and biaryl motifs, but much less so when a Csp3 partner is involved. The poor performance of Csp3 coupling partners is particularly acute in secondary aliphatic compounds; these are the compounds required to engage in cross-coupling to synthesize stereodefined C-C bonds. However, since the turn of the century, solutions have begun to emerge to this persistent problem. The Crudden group contributed significantly to leading this charge when, in 2009, the first report of an enantiospecific cross-coupling of secondary benzylic pinacol boronates was published. This helped to ignite a renewed interest in developing an asymmetric variant for this Nobel Prize winning reaction. Described herein is the application of this innovative achievement to the successful development of an intriguing methodology. We have successfully exploited the difference in reactivity of B-Csp2 and B-Csp3 bonds towards an iterative cross-coupling strategy that is devoid of protecting groups. Furthermore, where stereodefined B-C bonds are subjected to the reaction, the stereochemical outcome of the reaction is good to excellent. The applicability of this methodology to a known active pharmaceutical ingredient was also achieved.

Subjects/Keywords: cross-coupling ; chemoselective ; enantiospecific ; Suzuki-Miyaura

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APA (6^th Edition):

Ziebenhaus, C. (2016). Iterative, Chemoselective, Enantiospecific, Protecting Group Free Cross-Coupling of Polyboronates . (Thesis). Queens University. Retrieved from http://hdl.handle.net/1974/14023

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Chicago Manual of Style (16^th Edition):

Ziebenhaus, Christopher. “Iterative, Chemoselective, Enantiospecific, Protecting Group Free Cross-Coupling of Polyboronates .” 2016. Thesis, Queens University. Accessed January 20, 2021. http://hdl.handle.net/1974/14023.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

MLA Handbook (7^th Edition):

Ziebenhaus, Christopher. “Iterative, Chemoselective, Enantiospecific, Protecting Group Free Cross-Coupling of Polyboronates .” 2016. Web. 20 Jan 2021.

Vancouver:

Ziebenhaus C. Iterative, Chemoselective, Enantiospecific, Protecting Group Free Cross-Coupling of Polyboronates . [Internet] [Thesis]. Queens University; 2016. [cited 2021 Jan 20]. Available from: http://hdl.handle.net/1974/14023.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Council of Science Editors:

Ziebenhaus C. Iterative, Chemoselective, Enantiospecific, Protecting Group Free Cross-Coupling of Polyboronates . [Thesis]. Queens University; 2016. Available from: http://hdl.handle.net/1974/14023

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Queens University

2. LaBine, Emily. Enantiospecific, Regioselective Suzuki-Miyaura Cross-Couplings of Secondary, Allylic Boronic Esters .

Degree: Chemistry, 2013, Queens University

URL: http://hdl.handle.net/1974/8463

► The stereochemical course of the Pd–catalyzed Suzuki-Miyaura cross-coupling of α-substituted, enantioenriched allylic boronic esters with phenyl iodide has been examined. The secondary boronic esters were… (more)

Subjects/Keywords: Suzuki-Miyaura ; Regioselective ; Catalysis ; Enantiospecific ; Cross-Coupling

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APA (6^th Edition):

LaBine, E. (2013). Enantiospecific, Regioselective Suzuki-Miyaura Cross-Couplings of Secondary, Allylic Boronic Esters . (Thesis). Queens University. Retrieved from http://hdl.handle.net/1974/8463

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Chicago Manual of Style (16^th Edition):

LaBine, Emily. “Enantiospecific, Regioselective Suzuki-Miyaura Cross-Couplings of Secondary, Allylic Boronic Esters .” 2013. Thesis, Queens University. Accessed January 20, 2021. http://hdl.handle.net/1974/8463.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

MLA Handbook (7^th Edition):

LaBine, Emily. “Enantiospecific, Regioselective Suzuki-Miyaura Cross-Couplings of Secondary, Allylic Boronic Esters .” 2013. Web. 20 Jan 2021.

Vancouver:

LaBine E. Enantiospecific, Regioselective Suzuki-Miyaura Cross-Couplings of Secondary, Allylic Boronic Esters . [Internet] [Thesis]. Queens University; 2013. [cited 2021 Jan 20]. Available from: http://hdl.handle.net/1974/8463.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Council of Science Editors:

LaBine E. Enantiospecific, Regioselective Suzuki-Miyaura Cross-Couplings of Secondary, Allylic Boronic Esters . [Thesis]. Queens University; 2013. Available from: http://hdl.handle.net/1974/8463

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

3. Geogheghan, Katherine Jayne. Boronic acid speciation in Suzuki-Miyaura cross-coupling.

Degree: PhD, 2018, University of Edinburgh

URL: http://hdl.handle.net/1842/33092

► Since its discovery in 1979, the Suzuki-Miyaura (SM) reaction has become one of the most widely utilised tools for carbon-carbon bond formation. The palladium catalysed… (more)

▼ Since its discovery in 1979, the Suzuki-Miyaura (SM) reaction has become one of the most widely utilised tools for carbon-carbon bond formation. The palladium catalysed coupling of an organoboron and organohalide compounds proceeds through a three-stage mechanism of oxidative addition, transmetalation and reductive elimination. The transmetalation of boronic acids to a palladium(II) complex has been widely studied. However, very little is known about the transmetalation of boronic esters, which are commonly used as an alternative to unstable boronic acids. Whether these species undergo direct transmetalation or prior hydrolysis to the boronic acid under SM conditions remains unknown. This research aimed to elucidate the mechanism of this cross-coupling process. Initial results under typical SM conditions created a biphasic reaction, promoted by the inorganic base and solvent composition, and showed that the boronic esters and corresponding boronic acid couple at the same absolute rate. This is thought to be a consequence of the formation of a biphasic mixture, rendering phase transfer the turnover-limiting step. The conditions were thus adapted to maintain a monophasic system using an organic soluble base, 2-tert-butyl-1,1,3,3-tetramethylguanidine, enabling the focus to be transmetalation as the turnover-limiting step. These new conditions show a significant difference in both reaction rate and induction period when using a boronic ester compared to the corresponding boronic acid. The use of guanidine was also shown to have an interesting effect on the boronic acid/ester species by 19F and 11B NMR. Further studies found the use of guanidine to create a boronate species, with this species being an aryl trihydroxyboronate or the hydroxyl"ate"-complex of the boronic ester, depending on the presence of diol in the system. Formation of a boronate species was found to be crucial for efficient cross-coupling. When testing weaker bases, unable to form a boronate species, poor SM cross-coupling conversion was found using the newly developed phosphine-free guanidine conditions, showing the importance of the boronate species under these conditions. The results suggest that depending on the strength of base used, the pathway of transmetalation pathway can be switched, between the boronate pathway and the oxo-palladium pathway, under the specific conditions developed.

Subjects/Keywords: 660; cross-coupling; Suzuki-Miyaura reaction; palladium catalysed coupling; boronic esters

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APA (6^th Edition):

Geogheghan, K. J. (2018). Boronic acid speciation in Suzuki-Miyaura cross-coupling. (Doctoral Dissertation). University of Edinburgh. Retrieved from http://hdl.handle.net/1842/33092

Chicago Manual of Style (16^th Edition):

Geogheghan, Katherine Jayne. “Boronic acid speciation in Suzuki-Miyaura cross-coupling.” 2018. Doctoral Dissertation, University of Edinburgh. Accessed January 20, 2021. http://hdl.handle.net/1842/33092.

MLA Handbook (7^th Edition):

Geogheghan, Katherine Jayne. “Boronic acid speciation in Suzuki-Miyaura cross-coupling.” 2018. Web. 20 Jan 2021.

Vancouver:

Geogheghan KJ. Boronic acid speciation in Suzuki-Miyaura cross-coupling. [Internet] [Doctoral dissertation]. University of Edinburgh; 2018. [cited 2021 Jan 20]. Available from: http://hdl.handle.net/1842/33092.

Council of Science Editors:

Geogheghan KJ. Boronic acid speciation in Suzuki-Miyaura cross-coupling. [Doctoral Dissertation]. University of Edinburgh; 2018. Available from: http://hdl.handle.net/1842/33092

4. Bochicchio, Antonella. Towards the atropo-stereoselective total synthesis of myricanol : Vers la synthèse totale atropo-stéréosélective du myricanol.

Degree: Docteur es, Chimie organique, 2016, Strasbourg; Università degli studi della Basilicata

URL: http://www.theses.fr/2016STRAF004

►

Le myricanol est un [7,0]-métacyclophane naturel qui appartient à la famille des diarylheptanoïdes cycliques et qui possède des propriétés structurales et biologiques intéressantes (activité anti-Alzheimer… (more)

▼

Le myricanol est un [7,0]-métacyclophane naturel qui appartient à la famille des diarylheptanoïdes cycliques et qui possède des propriétés structurales et biologiques intéressantes (activité anti-Alzheimer ou anticancéreuse). L’objectif de ce travail de thèse est la préparation ambitieuse en voie racémique puis atropostéréosélective du myricanol, rendue délicate de part la tension de cycle existante. Pour se faire, deux nouvelles approches rétrosynthétiques ont été considérées. Une première route racémique a été envisagée et a permis de préparer le macrocycle par le biais d’une réaction de métathèse croisée suivie d’une réaction de Suzuki-Miyaura domino intramoléculaire avec un rendement de 2.55% en 11 étapes. Une autre voie racémique a également été explorée où la préparation du noyau biarylique du myricanol a été envisagé par une réaction de couplage intermoléculaire métallo-catalysée suivie d’une réaction de métathèse cyclisante. Des intermédiaires avancés ont également été préparés.

The myricanol, a natural [7.0]-meta-cyclophane which belongs to the family of strained and cyclic diarylheptanoids, possess an interesting structure and attractive biologically activities (anti Alzheimer and anti cancer properties). Actually only two synthesis of racemic (+/-)-myricanol have been reported in the literature. The goal of this research was to prepare this strained cyclophane in a racemic and then in an atropostereoselective route taking into account the challenging ring closure. Thus a linear diarylheptanoid was prepared using an efficient cross-metathesis reaction followed by an intramolecular Suzuki-Miyaura domino reaction giving rise to the desired cyclophane with 2.55% overall yield in 11 steps. On the other side, the biaryl core of myricanol was envisaged by an intermolecular metallo-catalysed coupling reaction between already highly functionalized fragments, followed by a ring closure metathesis. Two advanced intermediates were already attempted.

Advisors/Committee Members: Colobert, Françoise (thesis director), Chiummiento, Lucia (thesis director).

Subjects/Keywords: Myricanol; Diarylheptanoïdes; Métathèse croisée; Couplage de Suzuki-Miyaura domino; Myricanol; Diarylheptanoids; Cross-metathesis; Domino Suzuki-Miyaura cross-coupling; 547.2

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APA (6^th Edition):

Bochicchio, A. (2016). Towards the atropo-stereoselective total synthesis of myricanol : Vers la synthèse totale atropo-stéréosélective du myricanol. (Doctoral Dissertation). Strasbourg; Università degli studi della Basilicata. Retrieved from http://www.theses.fr/2016STRAF004

Chicago Manual of Style (16^th Edition):

Bochicchio, Antonella. “Towards the atropo-stereoselective total synthesis of myricanol : Vers la synthèse totale atropo-stéréosélective du myricanol.” 2016. Doctoral Dissertation, Strasbourg; Università degli studi della Basilicata. Accessed January 20, 2021. http://www.theses.fr/2016STRAF004.

MLA Handbook (7^th Edition):

Bochicchio, Antonella. “Towards the atropo-stereoselective total synthesis of myricanol : Vers la synthèse totale atropo-stéréosélective du myricanol.” 2016. Web. 20 Jan 2021.

Vancouver:

Bochicchio A. Towards the atropo-stereoselective total synthesis of myricanol : Vers la synthèse totale atropo-stéréosélective du myricanol. [Internet] [Doctoral dissertation]. Strasbourg; Università degli studi della Basilicata; 2016. [cited 2021 Jan 20]. Available from: http://www.theses.fr/2016STRAF004.

Council of Science Editors:

Bochicchio A. Towards the atropo-stereoselective total synthesis of myricanol : Vers la synthèse totale atropo-stéréosélective du myricanol. [Doctoral Dissertation]. Strasbourg; Università degli studi della Basilicata; 2016. Available from: http://www.theses.fr/2016STRAF004

5. Anderson, Samantha. Chemoselective Suzuki-Miyaura Cross-Coupling of Di and Tri Boronic Ester Substrates .

Degree: Chemistry, 2015, Queens University

URL: http://hdl.handle.net/1974/12797

► In industry and academia, the palladium catalyzed Suzuki-Miyaura cross coupling reaction is one of the most often used methods for the synthesis of new C-C… (more)

Subjects/Keywords: Suzuki-Miyaura ; Cross Coupling

…List of Schemes Scheme 1-1: Generalized Suzuki-Miyaura Cross Coupling Reaction… …Coupling under Negishi Conditions �� …..4 Scheme 1-5: Suzuki-Miyaura Cross Coupling of 1… …Three Step Suzuki-Miyaura Cross-Coupling Without the Need for Protecting…... Groups… …Suzuki-Miyaura Cross Coupling Reaction 1.1 Introduction The synthesis of complex synthetic… …Pd-catalyzed Suzuki-Miyaura cross-coupling has proven to be one of the most important…

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APA (6^th Edition):

Anderson, S. (2015). Chemoselective Suzuki-Miyaura Cross-Coupling of Di and Tri Boronic Ester Substrates . (Thesis). Queens University. Retrieved from http://hdl.handle.net/1974/12797

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Chicago Manual of Style (16^th Edition):

Anderson, Samantha. “Chemoselective Suzuki-Miyaura Cross-Coupling of Di and Tri Boronic Ester Substrates .” 2015. Thesis, Queens University. Accessed January 20, 2021. http://hdl.handle.net/1974/12797.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

MLA Handbook (7^th Edition):

Anderson, Samantha. “Chemoselective Suzuki-Miyaura Cross-Coupling of Di and Tri Boronic Ester Substrates .” 2015. Web. 20 Jan 2021.

Vancouver:

Anderson S. Chemoselective Suzuki-Miyaura Cross-Coupling of Di and Tri Boronic Ester Substrates . [Internet] [Thesis]. Queens University; 2015. [cited 2021 Jan 20]. Available from: http://hdl.handle.net/1974/12797.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Council of Science Editors:

Anderson S. Chemoselective Suzuki-Miyaura Cross-Coupling of Di and Tri Boronic Ester Substrates . [Thesis]. Queens University; 2015. Available from: http://hdl.handle.net/1974/12797

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

University of KwaZulu-Natal

6. Molefe, Patience Snenhlanhla Sthembile. Base-Free Suzuki acylation reactions of sodium (aryl trihydroxyborate) salts: a novel synthesis of substituted aryl ketones.

Degree: 2018, University of KwaZulu-Natal

URL: https://researchspace.ukzn.ac.za/handle/10413/18146

► Asymmetric biaryl ketones are important building block in organic chemistry since they occur in large number of biological active compounds, natural product, cosmetics as well… (more)

▼ Asymmetric biaryl ketones are important building block in organic chemistry since they occur in large number of biological active compounds, natural product, cosmetics as well as in organic synthesis. The aim of this project was to develop a novel base-free Suzuki-Miyaura cross-coupling of biaryl ketones from sodium (aryl trihydroxyborate) salts coupled with acyl chlorides catalysed by palladium precursor and investigate the electron effect of substituents attached to acyl chloride and sodium (aryl trihydroxyborate) salts on the yields of ketones produced. A novel synthesis of biaryl ketones was successfully developed in coupling of commercially available substituted acyl chlorides with easily accessible substituted sodium (aryl trihydroxyborate) salts catalysed by Pd(PPh3)4 in aqueous toluene. A wide range of functional groups were accommodated including CF3, OMe, SMe, Br, F, NO2, OH, NH2 yielding up to 96% in 24 hours. Encouraged by successful cross-coupling reaction between sodium (aryl trihydroxyborate) salts and acyl chlorides under the Suzuki-Miyaura cross-coupling acylation reaction conditions, we thought it would be logical to extend the scope of the developed reaction condition to include carboxylic anhydrides as electrophiles. As a result, substituted benzoic anhydrides were first synthesised following previously published procedures giving the desired products in excellent yields (87-99%). The synthesised carboxylic anhydrides were subsequently cross-coupled with boronate salts under base-free and ligandless palladium catalysed cross-coupling reaction conditions to synthesise biaryl ketones in aqueous acetone. The developed method appears sensitive to electronic effects both on the electrophile and on the nucleophile and on the nucleophile furnishing the desired ketones in moderate yields. Two novel methods have been developed to synthesise ketones from stable, easy to prepare and free flowing pure sodium (aryl trihydroxyborate) salts. Advisors/Committee Members: Sithebe, Siphamandla. (advisor).

Subjects/Keywords: Base-free Suzuki.; Sodium salts.; Aryl trihydroxyborate.; Ketones.; Suzuki-Miyaura cross-coupling acylation reaction.

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APA (6^th Edition):

Molefe, P. S. S. (2018). Base-Free Suzuki acylation reactions of sodium (aryl trihydroxyborate) salts: a novel synthesis of substituted aryl ketones. (Thesis). University of KwaZulu-Natal. Retrieved from https://researchspace.ukzn.ac.za/handle/10413/18146

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Chicago Manual of Style (16^th Edition):

Molefe, Patience Snenhlanhla Sthembile. “Base-Free Suzuki acylation reactions of sodium (aryl trihydroxyborate) salts: a novel synthesis of substituted aryl ketones.” 2018. Thesis, University of KwaZulu-Natal. Accessed January 20, 2021. https://researchspace.ukzn.ac.za/handle/10413/18146.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

MLA Handbook (7^th Edition):

Molefe, Patience Snenhlanhla Sthembile. “Base-Free Suzuki acylation reactions of sodium (aryl trihydroxyborate) salts: a novel synthesis of substituted aryl ketones.” 2018. Web. 20 Jan 2021.

Vancouver:

Molefe PSS. Base-Free Suzuki acylation reactions of sodium (aryl trihydroxyborate) salts: a novel synthesis of substituted aryl ketones. [Internet] [Thesis]. University of KwaZulu-Natal; 2018. [cited 2021 Jan 20]. Available from: https://researchspace.ukzn.ac.za/handle/10413/18146.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Council of Science Editors:

Molefe PSS. Base-Free Suzuki acylation reactions of sodium (aryl trihydroxyborate) salts: a novel synthesis of substituted aryl ketones. [Thesis]. University of KwaZulu-Natal; 2018. Available from: https://researchspace.ukzn.ac.za/handle/10413/18146

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

University of Ottawa

7. Ben Halima, Taoufik. Engaging Esters as Cross-Coupling Electrophiles .

Degree: 2019, University of Ottawa

URL: http://hdl.handle.net/10393/39493

► Cross-coupling reactions, where a transition metal catalyst facilitates the formation of a new carbon-carbon or carbon-heteroatom bond between two coupling partners, has become one of… (more)

▼ Cross-coupling reactions, where a transition metal catalyst facilitates the formation of a new carbon-carbon or carbon-heteroatom bond between two coupling partners, has become one of the most widely used, reliable, and robust family of transformations for the construction of molecules. The Nobel Prize was awarded to pioneers in this field who primarily used aryl iodides, bromides, and triflates as electrophilic coupling partners. The expansion of the reaction scope to non-traditional electrophiles is an ongoing challenge to enable an even greater number of useful products to be made from simple starting materials. The major goal of this thesis research is to improve and expand upon this field by using esters as electrophiles via the activation of the strong C(acyl)−O bond. Esters are particularly robust in comparison to other carboxylic acid derivatives used in cross-coupling reactions. Success on the activation of such inert functional group using catalysis has both fundamental and practical value. By discovering new reaction modes of this abundant functional group, synthetic routes to access novel or industrially important molecules can be improved. Chapter 1 of this thesis describes a literature overview of what has been accomplished in the field of cross coupling reactions using carboxylic acid derivatives as electrophilic coupling partners. Chapter 2 discloses the first palladium Suzuki-Miyaura couplings of phenyl esters to produce ketones. The method is efficient and robust, giving good yields of useful products. The reaction is proposed to proceed via an oxidative addition to the strong C(acyl)−O bond of the ester. In contrast to previous efforts in this field that use traditional catalysts such as Pd(PPh3)4, the developed reaction requires use of an electron-rich, bulky N-heterocyclic carbene ligand, which facilitates the strong bond activation. Furthermore, a palladium-catalyzed cross-coupling between aryl esters and anilines is reported, enabling access to diverse amides. The reaction takes place via a similar activation of the C−O bond by oxidative addition with a Pd−NHC complex, which enables the use of relatively non-nucleophilic anilines that otherwise require stoichiometric activation with strong bases to react. Chapter 3 discloses a nickel-catalyzed amide bond formation using unactivated and abundant esters. In this transformation, an accessible nickel catalyst can facilitate the activation of diverse aliphatic and aromatic esters to enable direct amide bond formation with amines as nucleophiles. No stoichiometric base, acid, or other activating agent is needed, providing exceptional functional group tolerance and producing only methanol as a by-product. This reaction is of both fundamental and practical importance because it is the first to demonstrate that simple conditions can enable Ni to cleave the C–O bond of an ester to make an oxidative addition product, which can be subsequently coupled with amines. This discovery contrasts industrially-common and wasteful methods that still…

Subjects/Keywords: Esters; Electrophiles; cross-coupling reactions; Suzuki-Miyaura coupling; Amide bond formation; High-throughput screening

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APA (6^th Edition):

Ben Halima, T. (2019). Engaging Esters as Cross-Coupling Electrophiles . (Thesis). University of Ottawa. Retrieved from http://hdl.handle.net/10393/39493

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Chicago Manual of Style (16^th Edition):

Ben Halima, Taoufik. “Engaging Esters as Cross-Coupling Electrophiles .” 2019. Thesis, University of Ottawa. Accessed January 20, 2021. http://hdl.handle.net/10393/39493.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

MLA Handbook (7^th Edition):

Ben Halima, Taoufik. “Engaging Esters as Cross-Coupling Electrophiles .” 2019. Web. 20 Jan 2021.

Vancouver:

Ben Halima T. Engaging Esters as Cross-Coupling Electrophiles . [Internet] [Thesis]. University of Ottawa; 2019. [cited 2021 Jan 20]. Available from: http://hdl.handle.net/10393/39493.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Council of Science Editors:

Ben Halima T. Engaging Esters as Cross-Coupling Electrophiles . [Thesis]. University of Ottawa; 2019. Available from: http://hdl.handle.net/10393/39493

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

NSYSU

8. Huang, Hao-ping. Palladium(II)-Catalyzed Direct Ortho Arylation of 4-Methyl-N-phenylpyridin-2-amines via Suzuki-Miyaura Type C-H Bond Activation/C-C Bond Coupling.

Degree: Master, Chemistry, 2013, NSYSU

URL: http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-0406113-201051

► The direct ortho arylation of 4-methyl-N-phenylpyridin-2-amines via palladium(II)-catalyzed C-H activation is described. Treatment of 4-methyl-N-phenylpyridin-2-amine with potassium aryltrifluoroborate using ten mol % of Pd(OAc)2 as… (more)

Subjects/Keywords: palladium; C-H bond activation; potassium aryltrifluoroborate; Suzuki-Miyaura cross-coupling reaction

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APA (6^th Edition):

Huang, H. (2013). Palladium(II)-Catalyzed Direct Ortho Arylation of 4-Methyl-N-phenylpyridin-2-amines via Suzuki-Miyaura Type C-H Bond Activation/C-C Bond Coupling. (Thesis). NSYSU. Retrieved from http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-0406113-201051

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Chicago Manual of Style (16^th Edition):

Huang, Hao-ping. “Palladium(II)-Catalyzed Direct Ortho Arylation of 4-Methyl-N-phenylpyridin-2-amines via Suzuki-Miyaura Type C-H Bond Activation/C-C Bond Coupling.” 2013. Thesis, NSYSU. Accessed January 20, 2021. http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-0406113-201051.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

MLA Handbook (7^th Edition):

Huang, Hao-ping. “Palladium(II)-Catalyzed Direct Ortho Arylation of 4-Methyl-N-phenylpyridin-2-amines via Suzuki-Miyaura Type C-H Bond Activation/C-C Bond Coupling.” 2013. Web. 20 Jan 2021.

Vancouver:

Huang H. Palladium(II)-Catalyzed Direct Ortho Arylation of 4-Methyl-N-phenylpyridin-2-amines via Suzuki-Miyaura Type C-H Bond Activation/C-C Bond Coupling. [Internet] [Thesis]. NSYSU; 2013. [cited 2021 Jan 20]. Available from: http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-0406113-201051.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Council of Science Editors:

Huang H. Palladium(II)-Catalyzed Direct Ortho Arylation of 4-Methyl-N-phenylpyridin-2-amines via Suzuki-Miyaura Type C-H Bond Activation/C-C Bond Coupling. [Thesis]. NSYSU; 2013. Available from: http://etd.lib.nsysu.edu.tw/ETD-db/ETD-search/view_etd?URN=etd-0406113-201051

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

University of Alberta

9. Lee, Jack C. H. Preparation and Synthetic Applications of Chiral Alkyl Boronates and Unsaturated Alkenyl Boronates.

Degree: PhD, Department of Chemistry, 2013, University of Alberta

URL: https://era.library.ualberta.ca/files/qn59q550n

► As Organic Chemistry evolves into the 21st Century, the goal of this discipline has altered dramatically from merely accessing target molecules to efficiently synthesizing these… (more)

▼ As Organic Chemistry evolves into the 21st Century, the goal of this discipline has altered dramatically from merely accessing target molecules to efficiently synthesizing these compounds with minimization of non-strategic functional group manipulations and interconversions. Organoboron reagents represent one of the potential solutions towards reaching this goal. These versatile compounds can either be used to construct the desired carbon−carbon bond through various cross-coupling reactions, or be converted directly to the desired functionality through different chemical reactions. Direct transformations make interconversions between different functional groups unnecessary, thus making the overall process step-economical. In this thesis, several synthetic methods were developed to synthesize chiral alkyl boronates or alkenyl boronates through metal-catalyzed chemical transformations. These methodologies are based on early introduction strategy which applies well-established synthetic protocols to substrates with a pre-installed boronyl moiety. The subsequent applications of these compounds were also investigated, leading to a variety of synthetically valuable adducts. In order to access novel chiral secondary alkyl boronates, catalytic asymmetric conjugate addition reactions of 3-boronyl -unsaturated esters with Grignard reagents were developed. Chapter 2 describes the details of optimization of this methodology and the applications of the chiral alkyl boronate products. Aiming to explore the intrinsic reactivity of enantioenriched 1,1-diboron compounds, their synthesis was accomplished for the first time by performing asymmetric conjugate borylation on 3-boronyl enoates. The resulting optically enriched 1,1-diboron compounds were found to be excellent cross-coupling partners in Suzuki-Miyaura cross-couplings, leading to chiral alkyl boronates with excellent enantioselectivity. The details of these studies are presented in Chapter 3. In order to conduct a thorough examination of substrate scope in asymmetric conjugate reductions of 3-boronyl-3-aryl -unsaturated esters, a diastereoselective protocol for the preparation of these alkenyl boronates through Heck coupling was developed. In Chapter 4, the optimization of the coupling process, the substrate scope, and the subsequent application of these alkenyl boronates are discussed. Due to the synthetic potential of cyclic alkenyl boronates, new methods for their efficient synthesis are desirable. In Chapter 5, the preparation of novel cyclic alkenyl boronates through gold-catalyzed enyne cycloisomerizations is presented.

Subjects/Keywords: Gold-catalyzed cycloisomerization; Suzuki-Miyaura cross-coupling; Chiral alkyl boronates; Heck reaction; Enantioselective conjugate addition

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APA (6^th Edition):

Lee, J. C. H. (2013). Preparation and Synthetic Applications of Chiral Alkyl Boronates and Unsaturated Alkenyl Boronates. (Doctoral Dissertation). University of Alberta. Retrieved from https://era.library.ualberta.ca/files/qn59q550n

Chicago Manual of Style (16^th Edition):

Lee, Jack C H. “Preparation and Synthetic Applications of Chiral Alkyl Boronates and Unsaturated Alkenyl Boronates.” 2013. Doctoral Dissertation, University of Alberta. Accessed January 20, 2021. https://era.library.ualberta.ca/files/qn59q550n.

MLA Handbook (7^th Edition):

Lee, Jack C H. “Preparation and Synthetic Applications of Chiral Alkyl Boronates and Unsaturated Alkenyl Boronates.” 2013. Web. 20 Jan 2021.

Vancouver:

Lee JCH. Preparation and Synthetic Applications of Chiral Alkyl Boronates and Unsaturated Alkenyl Boronates. [Internet] [Doctoral dissertation]. University of Alberta; 2013. [cited 2021 Jan 20]. Available from: https://era.library.ualberta.ca/files/qn59q550n.

Council of Science Editors:

Lee JCH. Preparation and Synthetic Applications of Chiral Alkyl Boronates and Unsaturated Alkenyl Boronates. [Doctoral Dissertation]. University of Alberta; 2013. Available from: https://era.library.ualberta.ca/files/qn59q550n

University of Manchester

10. Ayuso Carrillo, Josue Israel. Low cost, more efficient, and less toxic synthetic routes to conjugated polymers.

Degree: 2016, University of Manchester

URL: http://www.manchester.ac.uk/escholar/uk-ac-man-scw:302874

► As key components of flexible organic electronics, the synthesis ofpolythiophenes via less toxic and more cost-effective routes is demanded. Anefficient synthetic route for the production… (more)

Subjects/Keywords: conjugated polymers; Suzuki-Miyaura cross-coupling; Electrophilic borylation; MIDA boronates; slow release; thiophenes; organic electronics

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APA (6^th Edition):

Ayuso Carrillo, J. I. (2016). Low cost, more efficient, and less toxic synthetic routes to conjugated polymers. (Doctoral Dissertation). University of Manchester. Retrieved from http://www.manchester.ac.uk/escholar/uk-ac-man-scw:302874

Chicago Manual of Style (16^th Edition):

Ayuso Carrillo, Josue Israel. “Low cost, more efficient, and less toxic synthetic routes to conjugated polymers.” 2016. Doctoral Dissertation, University of Manchester. Accessed January 20, 2021. http://www.manchester.ac.uk/escholar/uk-ac-man-scw:302874.

MLA Handbook (7^th Edition):

Ayuso Carrillo, Josue Israel. “Low cost, more efficient, and less toxic synthetic routes to conjugated polymers.” 2016. Web. 20 Jan 2021.

Vancouver:

Ayuso Carrillo JI. Low cost, more efficient, and less toxic synthetic routes to conjugated polymers. [Internet] [Doctoral dissertation]. University of Manchester; 2016. [cited 2021 Jan 20]. Available from: http://www.manchester.ac.uk/escholar/uk-ac-man-scw:302874.

Council of Science Editors:

Ayuso Carrillo JI. Low cost, more efficient, and less toxic synthetic routes to conjugated polymers. [Doctoral Dissertation]. University of Manchester; 2016. Available from: http://www.manchester.ac.uk/escholar/uk-ac-man-scw:302874

11. Zhang, Na. Nickel Catalyzed Borylation and Cross-Coupling of Representative C-O Based Electrophiles.

Degree: 2015, University of Pennsylvania

URL: https://repository.upenn.edu/edissertations/1170

► The Suzuki-Miyaura cross-coupling is widely used in the synthesis of pharmaceuticals, agrochemicals, and organic light-emitting materials. Utilization of phenol derivatives in Suzuki-Miyaura coupling is economically,… (more)

Subjects/Keywords: Borylation; C-O Electrophile; Cross-Coupling; Nickel; Suzuki-Miyaura; Chemistry; Inorganic Chemistry; Organic Chemistry

10 more images…

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APA (6^th Edition):

Zhang, N. (2015). Nickel Catalyzed Borylation and Cross-Coupling of Representative C-O Based Electrophiles. (Thesis). University of Pennsylvania. Retrieved from https://repository.upenn.edu/edissertations/1170

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Chicago Manual of Style (16^th Edition):

Zhang, Na. “Nickel Catalyzed Borylation and Cross-Coupling of Representative C-O Based Electrophiles.” 2015. Thesis, University of Pennsylvania. Accessed January 20, 2021. https://repository.upenn.edu/edissertations/1170.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

MLA Handbook (7^th Edition):

Zhang, Na. “Nickel Catalyzed Borylation and Cross-Coupling of Representative C-O Based Electrophiles.” 2015. Web. 20 Jan 2021.

Vancouver:

Zhang N. Nickel Catalyzed Borylation and Cross-Coupling of Representative C-O Based Electrophiles. [Internet] [Thesis]. University of Pennsylvania; 2015. [cited 2021 Jan 20]. Available from: https://repository.upenn.edu/edissertations/1170.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Council of Science Editors:

Zhang N. Nickel Catalyzed Borylation and Cross-Coupling of Representative C-O Based Electrophiles. [Thesis]. University of Pennsylvania; 2015. Available from: https://repository.upenn.edu/edissertations/1170

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

York University

12. Wang, Zi. One-Pot Synthesis of meta-Substituted Phenols via Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling and Oxidation.

Degree: MSc -MS, Chemistry, 2018, York University

URL: http://hdl.handle.net/10315/34276

► We have developed a two-step synthesis of meta-substituted phenols in one pot, in good to excellent yield. A Pd2+ source is the catalyst for both… (more)

Subjects/Keywords: Chemistry; Chemistry; Organic chemistry; Synthetic chemistry; Synthesis; Phenols; Phenol synthesis; Cross-coupling; Oxidation; Suzuki; Suzuki-Miyaura; Aerobic oxidation; Boronic acid

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Wang, Z. (2018). One-Pot Synthesis of meta-Substituted Phenols via Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling and Oxidation. (Masters Thesis). York University. Retrieved from http://hdl.handle.net/10315/34276

Chicago Manual of Style (16^th Edition):

Wang, Zi. “One-Pot Synthesis of meta-Substituted Phenols via Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling and Oxidation.” 2018. Masters Thesis, York University. Accessed January 20, 2021. http://hdl.handle.net/10315/34276.

MLA Handbook (7^th Edition):

Wang, Zi. “One-Pot Synthesis of meta-Substituted Phenols via Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling and Oxidation.” 2018. Web. 20 Jan 2021.

Vancouver:

Wang Z. One-Pot Synthesis of meta-Substituted Phenols via Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling and Oxidation. [Internet] [Masters thesis]. York University; 2018. [cited 2021 Jan 20]. Available from: http://hdl.handle.net/10315/34276.

Council of Science Editors:

Wang Z. One-Pot Synthesis of meta-Substituted Phenols via Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling and Oxidation. [Masters Thesis]. York University; 2018. Available from: http://hdl.handle.net/10315/34276

13. Naas, Mohammed. Synthèse et fonctionnalisation de nouveaux dérivés d’indazoles à visée thérapeutique : Synthesis of new indazoles derivatives with therapeutic potential.

Degree: Docteur es, Chimie organique. Pharmacochimie, 2016, Orléans; Université Mohamed V

URL: http://www.theses.fr/2016ORLE2009

►

L’accès à de nouveaux composés hétérocycliques originaux biologiquement actifs nécessite la mise au point de nouvelles méthodes de synthèse rapides et efficaces. Dans ce contexte,… (more)

▼

L’accès à de nouveaux composés hétérocycliques originaux biologiquement actifs nécessite la mise au point de nouvelles méthodes de synthèse rapides et efficaces. Dans ce contexte, nous nous sommes intéressés à la réactivité des indazoles. Dans la première partie, nous avons étudié la sélectivité des couplages de type Suzuki, pour fonctionnaliser la position 3 d’indazoles possédant la fonction NH libre. Par la suite, un nouveau procédé d’(hétéro)arylation direct pallado-catalysé régiosélectif a été mis à profit pour synthétiser des indazoles fonctionnalisés tant sur la position 3 que sur le sommet 7. Nous avons ensuite montré la possibilité d’accéder à des entités disubstituées indazoliques en une seule étape, via une procédure "one-pot". Afin d’accroître la diversité autour du noyau indazole, nous avons mis au point une réaction d’alcénylation oxydative pallado-catalysée, des (2H)- et (1H)-indazoles sur les sommets C-3 et C-7. Pour exemplifier cette méthodologie, nous avons développé une synthèse en trois étapes du Gamendazole, composé actuellement en phase clinique pour la contraception masculine et ce, en utilisant l’alcénylation directe en C3 d’(1H)-indazoles convenablement fonctionnalisés. Le dernier volet de ce mémoire a été consacré à la préparation de composés à structure indazolique contenant une fonction sulfonamide afin de générer des librairies de dérivés substitués par un tel motif, dans le but de les tester biologiquement dans le domaine des anticancéreux.

Access to new biologically active compounds requires the development of new rapid and efficient methods for the synthesis of original heterocyclic scaffolds. In this context, we decided to focus particularly on the reactivity of indazoles. First, we studied the selectivity of Suzuki cross-coupling reaction to functionalize position 3 of the indazole with the free NH function. Indeed, we have described the first example of the direct and regioselective palladium-catalyzed (hetero)arylation of indazoles, the reaction may be induced to occur at either in position 3 and 7. We then showed the possibility of "one-pot" synthesis of disubstituted indazolic entities. Moreover, in order to increase diversity around the indazole scaffold, we developed a direct and regioselective alkenylation of (2H)- and (1H)-indazoles by oxidative palladium catalyzed at the C-3 and C-7, then we envisaged a three staps synthesis of Gamendazole, molecule currently in clinical phase for male contraception, by using the direct alkenylation at C3 of the suitably functionalized (1H)-indazoles. The last part of this report was dedicated to the preparation of indazoles containing a sulphonamide function, with the aim of biological testing them as potentially anti-cancer candidates.

Advisors/Committee Members: Guillaumet, Gérald (thesis director), Essassi, Mokhtar El (thesis director), El Kazzouli, Saïd (thesis director).

Subjects/Keywords: Indazoles; Suzuki-Miyaura; (hétéro)arylation directe; Alcénylation directe; One-pot; Réactions pallado-catallysées; Indazoles; Suzuki-Miyaura cross-coupling; Direct (hetero)arylation; Direct alkenylation; One-pot; Palladium-catalyzed reactions; 547.59

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Naas, M. (2016). Synthèse et fonctionnalisation de nouveaux dérivés d’indazoles à visée thérapeutique : Synthesis of new indazoles derivatives with therapeutic potential. (Doctoral Dissertation). Orléans; Université Mohamed V. Retrieved from http://www.theses.fr/2016ORLE2009

Chicago Manual of Style (16^th Edition):

Naas, Mohammed. “Synthèse et fonctionnalisation de nouveaux dérivés d’indazoles à visée thérapeutique : Synthesis of new indazoles derivatives with therapeutic potential.” 2016. Doctoral Dissertation, Orléans; Université Mohamed V. Accessed January 20, 2021. http://www.theses.fr/2016ORLE2009.

MLA Handbook (7^th Edition):

Naas, Mohammed. “Synthèse et fonctionnalisation de nouveaux dérivés d’indazoles à visée thérapeutique : Synthesis of new indazoles derivatives with therapeutic potential.” 2016. Web. 20 Jan 2021.

Vancouver:

Naas M. Synthèse et fonctionnalisation de nouveaux dérivés d’indazoles à visée thérapeutique : Synthesis of new indazoles derivatives with therapeutic potential. [Internet] [Doctoral dissertation]. Orléans; Université Mohamed V; 2016. [cited 2021 Jan 20]. Available from: http://www.theses.fr/2016ORLE2009.

Council of Science Editors:

Naas M. Synthèse et fonctionnalisation de nouveaux dérivés d’indazoles à visée thérapeutique : Synthesis of new indazoles derivatives with therapeutic potential. [Doctoral Dissertation]. Orléans; Université Mohamed V; 2016. Available from: http://www.theses.fr/2016ORLE2009

14. Ren, Hui. Synthèses, caractérisation et étude structurale de complexes de type carbènes N-hétérocycliques basés sur des Calix[4]arènes : Synthesis, Characterization and X-Ray Structures of N-heterocyclic Carbene Palladium Complexes based on Calix[4]arenes.

Degree: Docteur es, Chimie, 2014, Université Claude Bernard – Lyon I

URL: http://www.theses.fr/2014LYO10315

►

Cette thèse apporte une contribution au développement de complexes carbènes N-hétérocycliques-palladium basés sur des calix[4]arènes: leur synthèse, leur caractérisation ainsi que l'évaluation de leur activité… (more)

▼

Cette thèse apporte une contribution au développement de complexes carbènes N-hétérocycliques-palladium basés sur des calix[4]arènes: leur synthèse, leur caractérisation ainsi que l'évaluation de leur activité catalytique est presenté. Pour cela, un calix[4]arène mono-substitué a été préparé conformément aux procédures classiques, puis les précurseurs de nouveaux ligands NHC ont été obtenus. Subissant l'alkylation avec du n-butylbromide et puis une métallation subséquente avec du palladium et de la pyridine, quatorze nouveaux complexes ont été obtenus. Après les caractérisations complètes en solution et à l'état solide, l'évaluation de l'activité catalytique a été réalisée dans réactions couplage de Suzuki-Miyaura. De bonnes performances ont pu être observées permettant d'obtenir des taux de transformation de 99% avec des quantités de catalyseur descandant jusqu'à 0.08 mol%. L'étude de conformation ainsi que les résultats catalytiques en catalyse n'ont pas permis de mettre en évidence un effet supramoléculaire de la cavité macrocyclique envers le processus de couplage. Dans le but d'orienter le centre catalytique à l'intérieur de la cavité, des contraintes stériques ont été appliquées sur des nouveaux Pd-NHC-complexes. Ainsi des complexes dimeriques de palladium ont été synthétisés et entièrement caractérisés. Plusieurs approches pour construire des linkers intramoléculaires permettant de fixer la conformation ont été énvisagées mais n'ont pas permis à ce jour un gel conformationnel

This thesis will focus on development of N-heterocyclic carbene palladium complexes based on calix[4]arenes: from synthesis, characterization and structural study to evaluation of catalytic activity. A new series of calix[4]arene supported N-heterocyclic carbene palladium complexes was developed and fully characterized. A mono-substituted calix[4]arene was prepared through conventional procedures, following with the attachment of imidazolyl derivative groups to compose the precursors of novel NHCs ligands. Undergoing the alkylation with n-butylbromide and corresponding metallation with palladium and pyridine, original complexes were obtained. After a full characterization in solution and solid state, the evaluation of catalytic activity was undertaken through Suzuki-Miyaura cross-coupling reactions which revealed good performances. The conformational study as well as the catalytic results in catalysis did not allow putting in evidence a supramolecular effect of the macrocycle cavity towards the coupling process. With the aim of localize catalytic center inside of the cavity, steric constrain was involved in the form of new Pd-NHC-complexes. Dimeric Pd complexes were synthesized and fully characterized as well. Several approaches to construct intramolecular linkers for fixing the conformation were elaborated. The conception of ‘flexible steric bulky’ inspired the research on confined structure of calix[4]arene, such as encapsulation and capped configuration. Relative progresses were carried out and discussed

Advisors/Committee Members: Bonnamour, Isabelle (thesis director), Darbost, Ulrich (thesis director).

Subjects/Keywords: Calix[4]arènes; Carbènes N-hétérocycliques; Complexes de Palladium; Catalyses; Couplages de Suzuki-Miyaura; Calix[4]arene; N-heterocyclic carbene; Palladium complex; Catalysis; Suzuki-Miyaura cross-coupling; 541

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Ren, H. (2014). Synthèses, caractérisation et étude structurale de complexes de type carbènes N-hétérocycliques basés sur des Calix[4]arènes : Synthesis, Characterization and X-Ray Structures of N-heterocyclic Carbene Palladium Complexes based on Calix[4]arenes. (Doctoral Dissertation). Université Claude Bernard – Lyon I. Retrieved from http://www.theses.fr/2014LYO10315

Chicago Manual of Style (16^th Edition):

Ren, Hui. “Synthèses, caractérisation et étude structurale de complexes de type carbènes N-hétérocycliques basés sur des Calix[4]arènes : Synthesis, Characterization and X-Ray Structures of N-heterocyclic Carbene Palladium Complexes based on Calix[4]arenes.” 2014. Doctoral Dissertation, Université Claude Bernard – Lyon I. Accessed January 20, 2021. http://www.theses.fr/2014LYO10315.

MLA Handbook (7^th Edition):

Ren, Hui. “Synthèses, caractérisation et étude structurale de complexes de type carbènes N-hétérocycliques basés sur des Calix[4]arènes : Synthesis, Characterization and X-Ray Structures of N-heterocyclic Carbene Palladium Complexes based on Calix[4]arenes.” 2014. Web. 20 Jan 2021.

Vancouver:

Ren H. Synthèses, caractérisation et étude structurale de complexes de type carbènes N-hétérocycliques basés sur des Calix[4]arènes : Synthesis, Characterization and X-Ray Structures of N-heterocyclic Carbene Palladium Complexes based on Calix[4]arenes. [Internet] [Doctoral dissertation]. Université Claude Bernard – Lyon I; 2014. [cited 2021 Jan 20]. Available from: http://www.theses.fr/2014LYO10315.

Council of Science Editors:

Ren H. Synthèses, caractérisation et étude structurale de complexes de type carbènes N-hétérocycliques basés sur des Calix[4]arènes : Synthesis, Characterization and X-Ray Structures of N-heterocyclic Carbene Palladium Complexes based on Calix[4]arenes. [Doctoral Dissertation]. Université Claude Bernard – Lyon I; 2014. Available from: http://www.theses.fr/2014LYO10315

15. Aroua, Rahma. Etudes de complexes organométalliques formés par des calixarènes fonctionnalisés par des carbènes N-hétérocycliques : Study of organometallic complexes formed by calixarenes functionalized with N-heterocyclic carbenes.

Degree: Docteur es, Sciences chimiques, 2018, Strasbourg; Université de Carthage (Tunisie)

URL: http://www.theses.fr/2018STRAF062

►

Une série de calixarènes portant une unité imidazolium ou deux, en conformation cône ont été synthétisés et caractérisés par différentes méthodes. Ces sels chargés positivement… (more)

Subjects/Keywords: Complexes organométalliques de nickel; Catalyse; Réaction de couplage Suzuki-Miyaura; Calixarene; Organometallic nickel complexes; N-heterocyclic carbenes; Catalysis; Suzuki-Miyaura cross coupling; 547.1

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Aroua, R. (2018). Etudes de complexes organométalliques formés par des calixarènes fonctionnalisés par des carbènes N-hétérocycliques : Study of organometallic complexes formed by calixarenes functionalized with N-heterocyclic carbenes. (Doctoral Dissertation). Strasbourg; Université de Carthage (Tunisie). Retrieved from http://www.theses.fr/2018STRAF062

Chicago Manual of Style (16^th Edition):

Aroua, Rahma. “Etudes de complexes organométalliques formés par des calixarènes fonctionnalisés par des carbènes N-hétérocycliques : Study of organometallic complexes formed by calixarenes functionalized with N-heterocyclic carbenes.” 2018. Doctoral Dissertation, Strasbourg; Université de Carthage (Tunisie). Accessed January 20, 2021. http://www.theses.fr/2018STRAF062.

MLA Handbook (7^th Edition):

Aroua, Rahma. “Etudes de complexes organométalliques formés par des calixarènes fonctionnalisés par des carbènes N-hétérocycliques : Study of organometallic complexes formed by calixarenes functionalized with N-heterocyclic carbenes.” 2018. Web. 20 Jan 2021.

Vancouver:

Aroua R. Etudes de complexes organométalliques formés par des calixarènes fonctionnalisés par des carbènes N-hétérocycliques : Study of organometallic complexes formed by calixarenes functionalized with N-heterocyclic carbenes. [Internet] [Doctoral dissertation]. Strasbourg; Université de Carthage (Tunisie); 2018. [cited 2021 Jan 20]. Available from: http://www.theses.fr/2018STRAF062.

Council of Science Editors:

Aroua R. Etudes de complexes organométalliques formés par des calixarènes fonctionnalisés par des carbènes N-hétérocycliques : Study of organometallic complexes formed by calixarenes functionalized with N-heterocyclic carbenes. [Doctoral Dissertation]. Strasbourg; Université de Carthage (Tunisie); 2018. Available from: http://www.theses.fr/2018STRAF062

University of Alberta

16. Shynkaruk, Olena. Synthesis of new light-emitters via zirconium-mediated coupling.

Degree: PhD, Department of Chemistry, 2016, University of Alberta

URL: https://era.library.ualberta.ca/files/c3197xm29d

► The work described within this thesis details explorations into the area of molecular luminogens, in particular using zirconium-mediated coupling to access novel classes of color… (more)

Subjects/Keywords: germole; light emission; metallole; germafluorene; spirocyclic compounds; Suzuki-Miyaura cross-coupling; luminescence; solid state luminescence; zirconium; fluorene; light-emitter; zirconacycle; zirconocene

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Shynkaruk, O. (2016). Synthesis of new light-emitters via zirconium-mediated coupling. (Doctoral Dissertation). University of Alberta. Retrieved from https://era.library.ualberta.ca/files/c3197xm29d

Chicago Manual of Style (16^th Edition):

Shynkaruk, Olena. “Synthesis of new light-emitters via zirconium-mediated coupling.” 2016. Doctoral Dissertation, University of Alberta. Accessed January 20, 2021. https://era.library.ualberta.ca/files/c3197xm29d.

MLA Handbook (7^th Edition):

Shynkaruk, Olena. “Synthesis of new light-emitters via zirconium-mediated coupling.” 2016. Web. 20 Jan 2021.

Vancouver:

Shynkaruk O. Synthesis of new light-emitters via zirconium-mediated coupling. [Internet] [Doctoral dissertation]. University of Alberta; 2016. [cited 2021 Jan 20]. Available from: https://era.library.ualberta.ca/files/c3197xm29d.

Council of Science Editors:

Shynkaruk O. Synthesis of new light-emitters via zirconium-mediated coupling. [Doctoral Dissertation]. University of Alberta; 2016. Available from: https://era.library.ualberta.ca/files/c3197xm29d

York University

17. Farmer, Jennifer Lyn. Part I: Application of Pd-Peppsi Complexes in Regioselective Cross-Coupling and Natural Product Total Synthesis; Part II: Room Temperature, Additive-Free Carbon-Sulfur Coupling Using Novel NHC-Pd Complexes.

Degree: PhD, Chemistry, 2016, York University

URL: http://hdl.handle.net/10315/32204

► The first part of this research is focused on the development of an efficient method for the regioselective Suzuki-Miyaura cross-coupling of allylboronic acid pinacol ester… (more)

▼ The first part of this research is focused on the development of an efficient method for the regioselective Suzuki-Miyaura cross-coupling of allylboronic acid pinacol ester derivatives with aryl and heteroaryl halides using Pd-PEPPSI-IPent (Pyridine Enhanced Pre-catalyst Preparation Stabilization and Initiation) that would be selective for the linear product. Pd-PEPPSI-IPent showed high selectivity (>97%) at the carbon of the allylboron reagent to generate the desired linear isomer under mild reaction conditions (i.e., THF, 70 C, 5M KOH). In the case of trisubstituted allylboronates with different substituents on the olefin, minor olefin geometry isomerization was observed (E/Z 80/20). Using this method, isoprenylated natural products methylated cathafuran A and lakoochin A were synthesized. Although the prenyl and geranyl side chains could be installed onto advanced 2-arylbenzofuran building blocks with high selectivity, significant amounts of an unwanted side product were observed. A dramatic solvent effect on the selectivity for the Directed ortho Metalation (DoM) of 1,5-dichloro-2,4-dimethoxybenzene, a key building block in our synthetic strategy to cathafuran A and lakoochin A, was observed. A series of time-course and labelling studies has revealed that deprotonation occurs exclusively at C3 followed by isomerization of the anion to C6 in THF. In contrast, when DoM was performed in Et2O, deprotonation again occurred selectively at C3, but now no isomerization occurs. Labeling studies also revealed that deuterium has an enormous kinetic isotope effect (KIE) that suppresses not only the original DoM reaction at C3 when deuterium is present there, but also suppresses isomerization to C6 when the label is at that site. The second part of this research focused on the development and application of new, easily activated NHCPdII pre-catalysts featuring a trans-oriented morpholine ligand in carbon-sulfur cross-coupling chemistry. [(IPent)PdCl2(morpholine)] was identified as the most active pre-catalyst, effectively coupling a variety of deactivated aryl halides with aryl, alkyl, and silyl thiols at ambient temperature. Mechanistic studies revealed that, in contrast to other common NHCPdII pre-catalysts, these complexes are rapidly reduced to the active NHCPd0 species in the presence of KOtBu, thus avoiding the need for additives, external activators, or cumbersome pre-activation steps. Advisors/Committee Members: Organ, Michael George (advisor).

Subjects/Keywords: Organic chemistry; Homogeneous Catalysis; N-Heterocyclic carbenes; PEPPSI; Cross-coupling; Bulky ligands; Suzuki-Miyaura; Sulfination; Palladium

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Farmer, J. L. (2016). Part I: Application of Pd-Peppsi Complexes in Regioselective Cross-Coupling and Natural Product Total Synthesis; Part II: Room Temperature, Additive-Free Carbon-Sulfur Coupling Using Novel NHC-Pd Complexes. (Doctoral Dissertation). York University. Retrieved from http://hdl.handle.net/10315/32204

Chicago Manual of Style (16^th Edition):

Farmer, Jennifer Lyn. “Part I: Application of Pd-Peppsi Complexes in Regioselective Cross-Coupling and Natural Product Total Synthesis; Part II: Room Temperature, Additive-Free Carbon-Sulfur Coupling Using Novel NHC-Pd Complexes.” 2016. Doctoral Dissertation, York University. Accessed January 20, 2021. http://hdl.handle.net/10315/32204.

MLA Handbook (7^th Edition):

Farmer, Jennifer Lyn. “Part I: Application of Pd-Peppsi Complexes in Regioselective Cross-Coupling and Natural Product Total Synthesis; Part II: Room Temperature, Additive-Free Carbon-Sulfur Coupling Using Novel NHC-Pd Complexes.” 2016. Web. 20 Jan 2021.

Vancouver:

Farmer JL. Part I: Application of Pd-Peppsi Complexes in Regioselective Cross-Coupling and Natural Product Total Synthesis; Part II: Room Temperature, Additive-Free Carbon-Sulfur Coupling Using Novel NHC-Pd Complexes. [Internet] [Doctoral dissertation]. York University; 2016. [cited 2021 Jan 20]. Available from: http://hdl.handle.net/10315/32204.

Council of Science Editors:

Farmer JL. Part I: Application of Pd-Peppsi Complexes in Regioselective Cross-Coupling and Natural Product Total Synthesis; Part II: Room Temperature, Additive-Free Carbon-Sulfur Coupling Using Novel NHC-Pd Complexes. [Doctoral Dissertation]. York University; 2016. Available from: http://hdl.handle.net/10315/32204

University of Manchester

18. Ayuso Carrillo, Josue. Low cost, more efficient, and less toxic synthetic routes to conjugated polymers.

Degree: PhD, 2016, University of Manchester

URL: https://www.research.manchester.ac.uk/portal/en/theses/low-cost-more-efficient-and-less-toxic-synthetic-routes-to-conjugated-polymers(ee15f7a0-39da-46e8-b512-ff3fb33e4f06).html ; https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.727930

► As key components of flexible organic electronics, the synthesis of polythiophenes via less toxic and more cost-effective routes is demanded. An efficient synthetic route for… (more)

Subjects/Keywords: 547; organic electronics; thiophenes; slow release; Electrophilic borylation; MIDA boronates; Suzuki-Miyaura cross-coupling; conjugated polymers

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Ayuso Carrillo, J. (2016). Low cost, more efficient, and less toxic synthetic routes to conjugated polymers. (Doctoral Dissertation). University of Manchester. Retrieved from https://www.research.manchester.ac.uk/portal/en/theses/low-cost-more-efficient-and-less-toxic-synthetic-routes-to-conjugated-polymers(ee15f7a0-39da-46e8-b512-ff3fb33e4f06).html ; https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.727930

Chicago Manual of Style (16^th Edition):

Ayuso Carrillo, Josue. “Low cost, more efficient, and less toxic synthetic routes to conjugated polymers.” 2016. Doctoral Dissertation, University of Manchester. Accessed January 20, 2021. https://www.research.manchester.ac.uk/portal/en/theses/low-cost-more-efficient-and-less-toxic-synthetic-routes-to-conjugated-polymers(ee15f7a0-39da-46e8-b512-ff3fb33e4f06).html ; https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.727930.

MLA Handbook (7^th Edition):

Ayuso Carrillo, Josue. “Low cost, more efficient, and less toxic synthetic routes to conjugated polymers.” 2016. Web. 20 Jan 2021.

Vancouver:

Ayuso Carrillo J. Low cost, more efficient, and less toxic synthetic routes to conjugated polymers. [Internet] [Doctoral dissertation]. University of Manchester; 2016. [cited 2021 Jan 20]. Available from: https://www.research.manchester.ac.uk/portal/en/theses/low-cost-more-efficient-and-less-toxic-synthetic-routes-to-conjugated-polymers(ee15f7a0-39da-46e8-b512-ff3fb33e4f06).html ; https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.727930.

Council of Science Editors:

Ayuso Carrillo J. Low cost, more efficient, and less toxic synthetic routes to conjugated polymers. [Doctoral Dissertation]. University of Manchester; 2016. Available from: https://www.research.manchester.ac.uk/portal/en/theses/low-cost-more-efficient-and-less-toxic-synthetic-routes-to-conjugated-polymers(ee15f7a0-39da-46e8-b512-ff3fb33e4f06).html ; https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.727930

University of Pennsylvania

19. Trice, Sarah Little Jane. Palladium-Catalyzed Borylation And Cross-Coupling Of Aryl And Heteroaryl Halides Utilizing Dibora Derivatives.

Degree: 2012, University of Pennsylvania

URL: https://repository.upenn.edu/edissertations/712

► ABSTRACT PALLADIUM-CATALYZED BORYLATION AND CROSS-COUPLING OF ARYL AND HETEROARYL HALIDES UTILIZING DIBORA DERIVATIVES Sarah Little Jane Trice Professor Gary A. Molander Although much current research… (more)

▼ ABSTRACT PALLADIUM-CATALYZED BORYLATION AND CROSS-COUPLING OF ARYL AND HETEROARYL HALIDES UTILIZING DIBORA DERIVATIVES Sarah Little Jane Trice Professor Gary A. Molander Although much current research focuses on developing new boron reagents and identifying robust catalytic systems for the cross-coupling of these reagents, the fundamental preparations of the nucleophilic partners (i.e., boronic acids and derivatives) has been studied to a lesser extent. Most current methods to access boronic acids are indirect and require harsh conditions or expensive reagents. Therefore, we sought to provide a simple, efficient, and direct synthesis of arylboronic acids. Utilizing aryl halides and an underutilized reagent, tetrahydroxydiboron B2(OH)4, we developed a palladium-catalyzed method that now provides access to boronic acids in high yield. The method eliminates the necessity to employ the extremely wasteful and most commonly used source of boron, bis(pinacolato)diboron. The first method developed focused on the borylation of the less expensive and more commercially available aryl chlorides. We demonstrated that most functional groups are well tolerated under the mild reaction conditions, providing the corresponding trifluoroborate in good to excellent yield for most subtrates. We also demonstrated that the crude boronic acid could be easily and efficiently converted to a myriad of boronate esters. The method was later extended to include aryl and heteroaryls bromides, chlorides, and triflates. We went on to demonstrate that we could achieve similar results with the synthetic precursor to B2(OH)4, tetrakis(dimethylamino)diboron. We also demonstrated that we could perform a one-pot, two-step borylation/Suzuki cross-coupling reaction. And Finally, through the use of ethylene glycol as an additive to the borylation reaction with B2(OH)4, we were able to access heteroaryl substrates that were difficult to obtain in good yield with our optimized methods. Using this strategy, we were able to access one-pot borylation/Suzuki cross-coupled products between two heteroaryls in high yield.

Subjects/Keywords: Bis-boronic acid (BBA); Boronic Acid; Palladium Catalysis; Suzuki-Miyaura Cross-Coupling; tetrahydroxydiboron; tetrakis(dimethylamino)diboron; Organic Chemistry

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Trice, S. L. J. (2012). Palladium-Catalyzed Borylation And Cross-Coupling Of Aryl And Heteroaryl Halides Utilizing Dibora Derivatives. (Thesis). University of Pennsylvania. Retrieved from https://repository.upenn.edu/edissertations/712

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Chicago Manual of Style (16^th Edition):

Trice, Sarah Little Jane. “Palladium-Catalyzed Borylation And Cross-Coupling Of Aryl And Heteroaryl Halides Utilizing Dibora Derivatives.” 2012. Thesis, University of Pennsylvania. Accessed January 20, 2021. https://repository.upenn.edu/edissertations/712.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

MLA Handbook (7^th Edition):

Trice, Sarah Little Jane. “Palladium-Catalyzed Borylation And Cross-Coupling Of Aryl And Heteroaryl Halides Utilizing Dibora Derivatives.” 2012. Web. 20 Jan 2021.

Vancouver:

Trice SLJ. Palladium-Catalyzed Borylation And Cross-Coupling Of Aryl And Heteroaryl Halides Utilizing Dibora Derivatives. [Internet] [Thesis]. University of Pennsylvania; 2012. [cited 2021 Jan 20]. Available from: https://repository.upenn.edu/edissertations/712.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Council of Science Editors:

Trice SLJ. Palladium-Catalyzed Borylation And Cross-Coupling Of Aryl And Heteroaryl Halides Utilizing Dibora Derivatives. [Thesis]. University of Pennsylvania; 2012. Available from: https://repository.upenn.edu/edissertations/712

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

University of Illinois – Urbana-Champaign

20. Klubnick, Jenna A. Expansion of the iterative cross-coupling synthesis strategy through Csp3 halide cross-coupling, Mida boronate synthesis, and chan-lam couplings.

Degree: MS, 0335, 2011, University of Illinois – Urbana-Champaign

URL: http://hdl.handle.net/2142/26352

► The iterative cross-coupling strategy for small molecule synthesis has been shown to be a powerful and effective method for the synthesis of small molecules. However,… (more)

Subjects/Keywords: methyliminodiacetic acid (MIDA) boronates; organic synthesis; synthetic methods; Suzuki-Miyaura; Chan-Lam; iterative cross-coupling; Csp3-halide

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Klubnick, J. A. (2011). Expansion of the iterative cross-coupling synthesis strategy through Csp3 halide cross-coupling, Mida boronate synthesis, and chan-lam couplings. (Thesis). University of Illinois – Urbana-Champaign. Retrieved from http://hdl.handle.net/2142/26352

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Chicago Manual of Style (16^th Edition):

Klubnick, Jenna A. “Expansion of the iterative cross-coupling synthesis strategy through Csp3 halide cross-coupling, Mida boronate synthesis, and chan-lam couplings.” 2011. Thesis, University of Illinois – Urbana-Champaign. Accessed January 20, 2021. http://hdl.handle.net/2142/26352.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

MLA Handbook (7^th Edition):

Klubnick, Jenna A. “Expansion of the iterative cross-coupling synthesis strategy through Csp3 halide cross-coupling, Mida boronate synthesis, and chan-lam couplings.” 2011. Web. 20 Jan 2021.

Vancouver:

Klubnick JA. Expansion of the iterative cross-coupling synthesis strategy through Csp3 halide cross-coupling, Mida boronate synthesis, and chan-lam couplings. [Internet] [Thesis]. University of Illinois – Urbana-Champaign; 2011. [cited 2021 Jan 20]. Available from: http://hdl.handle.net/2142/26352.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Council of Science Editors:

Klubnick JA. Expansion of the iterative cross-coupling synthesis strategy through Csp3 halide cross-coupling, Mida boronate synthesis, and chan-lam couplings. [Thesis]. University of Illinois – Urbana-Champaign; 2011. Available from: http://hdl.handle.net/2142/26352

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

21. Zink, Laura. Synthèse de dérivés 5-nitroimidazoles à potentialités anti-infectieuses. : Synthesis of new potentially anti-infectious 5-nitroimidazole derivatives.

Degree: Docteur es, Chimie organique, 2012, Aix Marseille Université

URL: http://www.theses.fr/2012AIXM5506

►

L'objectif de ce travail consiste en la synthèse de nouveaux 5-nitroimidazoles fonctionnalisés à visée thérapeutique. Dans un premier temps, l'étude de la réactivité du 4-bromo-1,2-diméthyl-5-nitro-1H-imidazole… (more)

▼

L'objectif de ce travail consiste en la synthèse de nouveaux 5-nitroimidazoles fonctionnalisés à visée thérapeutique. Dans un premier temps, l'étude de la réactivité du 4-bromo-1,2-diméthyl-5-nitro-1H-imidazole vis-à-vis du couplage de Suzuki-Miyaura sous irradiation micro-ondes a permis la synthèse de nouveaux produits substitués en position 4 par différents groupements aryle ou styryle. Dans un second temps, la réactivité LD-SRN1 a été étudiée entre le 4-[4-(chlorométhyl)phényl]-1,2-diméthyl-5-nitro-1H-imidazole et différents nucléophiles centrés sur l'atome de carbone ou de soufre. Cette étude a révélé l'importance de la température dans l'activation de la réaction par transfert monoélectronique. De nouveaux dérivés substitués en position 4 par divers groupements sulfonyles ont ensuite été synthétisés, par réactions SN2 et SNAr entre des dérivés 5-nitroimidazolés et différents anions sulfinates. Cette synthèse a été suivie par la mise au point de tests biologiques sur Trichomonas vaginalis. L'activité trichomonacide a été évaluée sur certaines de ces molécules, à l'origine de relations structure-activité montrant l'influence de la position du groupement sulfonyle substituant le noyau 5-nitroimidazole. La dernière partie de ce travail décrit une réaction de O-arylation pallado-catalysée inattendue et originale, d'un dérivé fluoré en série nitro(o-nitrophényl)imidazole impliquant des acides arylboroniques dans les conditions opératoires de la réaction de Suzuki-Miyaura.

The aim of this work consists of the synthesis of new potentially bioactive functionalized 5-nitroimidazoles. Initially, the reactivity study of the 4-bromo-1,2-dimethyl-5-nitro-1H-imidazole under microwave-assisted Suzuki-Miyaura cross-coupling conditions gave new derivatives substituted by various aryl or styryl groups in 4-position. In a second step the 4-[4-(chloromethyl)phenyl]-1,2-dimethyl-5-nitro-1H-imidazole was prepared in order to study LD-SRN1 reactivity with different carbon and sulphur centered nucleophiles. This study pointed the role of the temperature for the electron transfer reactions. Then, new 4-position sulfonyl substituted derivatives were synthesized by SN2 and SNAr reactions between sulfinate anions and three substrates in 5-nitroimidazole series. This synthesis was followed by the development of biological assays on Trichomonas vaginalis. This assay was performed on some of these molecules, which revealed a relation between the structure and the position of the sulfonyl group and the antitrichomonas activity. The last part of this work describes an unexpected and original palladium-catalyzed O-arylation in fluorinated nitro(o-nitrophenyl)imidazole series involving arylboronic acids under Suzuki-Miyaura cross-coupling reaction conditions.

Advisors/Committee Members: Vanelle, Patrice (thesis director), Crozet, Maxime D. (thesis director).

Subjects/Keywords: Transfert monoélectronique, SRN1, couplage de Suzuki-Miyaura, TDAE, micro-ondes, 5-nitroimidazoles, pharmacochimie, Trichomonas vaginalis.; Couplage de Suzuki-Miyaura; Electron transfer, SRN1, Suzuki-Miyaura cross-coupling, TDAE, microwave, 5-nitroimidazole, pharmacochemistry, Trichomonas vaginalis.; 5-nitroimidazoles

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Zink, L. (2012). Synthèse de dérivés 5-nitroimidazoles à potentialités anti-infectieuses. : Synthesis of new potentially anti-infectious 5-nitroimidazole derivatives. (Doctoral Dissertation). Aix Marseille Université. Retrieved from http://www.theses.fr/2012AIXM5506

Chicago Manual of Style (16^th Edition):

Zink, Laura. “Synthèse de dérivés 5-nitroimidazoles à potentialités anti-infectieuses. : Synthesis of new potentially anti-infectious 5-nitroimidazole derivatives.” 2012. Doctoral Dissertation, Aix Marseille Université. Accessed January 20, 2021. http://www.theses.fr/2012AIXM5506.

MLA Handbook (7^th Edition):

Zink, Laura. “Synthèse de dérivés 5-nitroimidazoles à potentialités anti-infectieuses. : Synthesis of new potentially anti-infectious 5-nitroimidazole derivatives.” 2012. Web. 20 Jan 2021.

Vancouver:

Zink L. Synthèse de dérivés 5-nitroimidazoles à potentialités anti-infectieuses. : Synthesis of new potentially anti-infectious 5-nitroimidazole derivatives. [Internet] [Doctoral dissertation]. Aix Marseille Université 2012. [cited 2021 Jan 20]. Available from: http://www.theses.fr/2012AIXM5506.

Council of Science Editors:

Zink L. Synthèse de dérivés 5-nitroimidazoles à potentialités anti-infectieuses. : Synthesis of new potentially anti-infectious 5-nitroimidazole derivatives. [Doctoral Dissertation]. Aix Marseille Université 2012. Available from: http://www.theses.fr/2012AIXM5506

22. D'Attoma, Joseph. Conception, synthèses et évaluations biologiques d’inhibiteurs à double cible : ALK et la restriction calorique : Design, synthesis and biological evaluations of inhibitors double target : ALK and caloric restriction.

Degree: Docteur es, Chimie, 2013, Université Claude Bernard – Lyon I

URL: http://www.theses.fr/2013LYO10243

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Les lymphomes à grandes cellules anaplasiques ou ALCL (Anaplastic Large-Cell Lymphoma) sont des cancers appartenant à la famille des lymphomes de type non-Hodgkin. La majorité… (more)

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Les lymphomes à grandes cellules anaplasiques ou ALCL (Anaplastic Large-Cell Lymphoma) sont des cancers appartenant à la famille des lymphomes de type non-Hodgkin. La majorité des ALCL est issue d'une translocation t(2;5)(p23;q35) donnant lieu à la formation d'une protéine de fusion appelée NPM-ALK. A ce jour, peu d'inhibiteurs présentent de bonnes activités contre cette protéine chimérique. L'obésité représente un problème socio-médical d'envergure, à la fois pour ses effets directs et indirects ; le surpoids étant un facteur primaire dans de nombreuses maladies, tout particulièrement les diabètes, les accidents cardiovasculaires, le cancer, etc. A contrario, une restriction calorique (RC) est associée à des bénéfices importants en terme de santé. A l'issue de plusieurs criblages, un inhibiteur au motif 2-acylaminothiazole a montré une activité anticancéreuse sur ALK mais également la faculté de mimer la restriction calorique chez C. Elegans. Par conséquent, les travaux de recherche réalisés lors de cette thèse ont concerné la synthèse d'inhibiteurs comportant le squelette 2-acylaminothiazole. Les chromatographies d'affinité effectuées sur deux de nos inhibiteurs ont permis l'identification de cibles principales potentielles dans le cadre de la restriction calorique et des cibles secondaires possibles pour NPM-ALK. Ensuite, la présence d'un atome de brome sur le cycle aromatique a mené à la formation de liaisons C(sp2)-C(sp2), C(sp2)-C(sp) et C(sp2)- N, en utilisant les couplages catalysés par le palladium. Les différentes méthodes de modulation chimique ont conduit à mettre en place une librairie de 134 molécules. Certains d'entres eux et plus précisément ceux possédant un atome de silicium ont démontré une très bonne activité contre ALK et son mutant L1196M. Enfin, des résultats préliminaires ont également été obtenus sur le sujet de la restriction calorique avec quatre composés montrant une réduction du taux de lipides chez C. Elegans

Anaplastic Large-Cell Lymphoma (ALCL) is a type of cancer belonging to the non-Hodgkin family. The majority of ALCL arises from a translocation t(2;5) (p23;35) which leads to the formation of a fusion protein called NPM-ALK. Nowadays, few molecules are known to inhibit the activity of this chimeric protein. Obesity is a major socio-medical problem, for both direct and indirect effects, overweight is a primary factor in many diseases, especially diabetes, cardiovascular events, cancer, etc... In contrast, caloric restriction (CR) is associated with significant benefits in terms of health. After several screenings, one inhibitor based on a 2-acylaminothiazol scaffold showed anticancer activity on the protein ALK but also the ability to mimic caloric restriction in C. Elegans. The aim of this PhD was to develop the synthesis of new inhibitors including the 2-acylaminothiazol scaffold. The affinity chromatography performed on two of our inhibitors was used to identify potential major cellular targets in the process of caloric restriction and secondary cellular targets for NPM-ALK.…

Advisors/Committee Members: Goekjian, Peter (thesis director).

Subjects/Keywords: 2-acylaminothiazoles; Restriction calorique; ALCL; NPM-ALK; Réaction de Suzuki- Miyaura; Réaction de Buchwald-Hartwig; Réaction de Sonogashira; 2-acylaminothiazols; Caloric restriction; ALCL; NPM-ALK; Suzuki-Miyaura crosscoupling reaction; Buchwald-Hartwig cross-coupling reaction; Sonogashira cross-coupling reaction; 547

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

D'Attoma, J. (2013). Conception, synthèses et évaluations biologiques d’inhibiteurs à double cible : ALK et la restriction calorique : Design, synthesis and biological evaluations of inhibitors double target : ALK and caloric restriction. (Doctoral Dissertation). Université Claude Bernard – Lyon I. Retrieved from http://www.theses.fr/2013LYO10243

Chicago Manual of Style (16^th Edition):

D'Attoma, Joseph. “Conception, synthèses et évaluations biologiques d’inhibiteurs à double cible : ALK et la restriction calorique : Design, synthesis and biological evaluations of inhibitors double target : ALK and caloric restriction.” 2013. Doctoral Dissertation, Université Claude Bernard – Lyon I. Accessed January 20, 2021. http://www.theses.fr/2013LYO10243.

MLA Handbook (7^th Edition):

D'Attoma, Joseph. “Conception, synthèses et évaluations biologiques d’inhibiteurs à double cible : ALK et la restriction calorique : Design, synthesis and biological evaluations of inhibitors double target : ALK and caloric restriction.” 2013. Web. 20 Jan 2021.

Vancouver:

D'Attoma J. Conception, synthèses et évaluations biologiques d’inhibiteurs à double cible : ALK et la restriction calorique : Design, synthesis and biological evaluations of inhibitors double target : ALK and caloric restriction. [Internet] [Doctoral dissertation]. Université Claude Bernard – Lyon I; 2013. [cited 2021 Jan 20]. Available from: http://www.theses.fr/2013LYO10243.

Council of Science Editors:

D'Attoma J. Conception, synthèses et évaluations biologiques d’inhibiteurs à double cible : ALK et la restriction calorique : Design, synthesis and biological evaluations of inhibitors double target : ALK and caloric restriction. [Doctoral Dissertation]. Université Claude Bernard – Lyon I; 2013. Available from: http://www.theses.fr/2013LYO10243

23. Kukkadapu, Krishna Kishore. Gamma-Borylated allylic acetates as 3 carbons functionalized units : synthesis and applications : Acétates allyliques Gamma-borylés comme unités fonctionnalisés 3-carbone : synthèse et applications.

Degree: Docteur es, Chimie, 2013, Rennes 1

URL: http://www.theses.fr/2013REN1S040

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Les boranes vinyliques,les acides boroniques vinyliques et les boronates vinyliques sont des organoboranes où la différence d'électronégativité entre le carbone et le bore est très… (more)

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Les boranes vinyliques,les acides boroniques vinyliques et les boronates vinyliques sont des organoboranes où la différence d'électronégativité entre le carbone et le bore est très faible[C (2. 55)-B (2. 04)] et la liaison entre ces deux atomes est donc peu polaire. Les propriétés caractéristiques du bore permettent de réaliser une grande variété de réactions dans différentes conditions. Beaucoup de groupes de recherche ont exploré les applications synthétiques des organoboranes en synthèse organique. Par exemple les boranes vinyliques peuvent être transformés en les alcènes correspondants par protonolyse,ils peuvent être facilement oxydés avec H2O2 en présence de base(addition d'un groupe hydroxyle sur la double liaison) pour donner des produits cis-anti Markovnikov. Ils peuvent aussi subir des réactions d'addition pour donner des alcools allyliques ou des cycloadditions [4+2] pour former deux nouvelles liaisons carbone- carbone via des réactions de Diels-Alder. Les acides vinylboroniques peuvent être transformés en halogénures vinyliques via une halogénolyse,réagir via une réaction de cyclisation radicalaire utilisant la méthode catalytique de Corey en présence d'un initiateur de réaction radicalaire pour obtenir des diols 1,3- ou 1,4. Ils peuvent participer à des réactions de couplage au palladium de type Suzuki pour former de nouvelles liaisons carbone-carbone. Ils peuvent réagir avec des anhydrides pour donner différentes cétones insaturatées via des catalyses au palladium ou au rhodium . Les acides vinylboroniques ont aussi été utilisés pour la formation de nouvelles liaisons carbone-azote , carbone-oxygène , carbone-fluor via des réactions catalysées au palladium ou au cuivre. Les boronates vinyliques ont été employés pour former de nouvelles liaisons carbone-carbone via des couplages de Suzuki- Miyaura. Ils sont employés dans la réaction multicomposant de Petasis pour donner des hétérocycles azotés fonctionnalisés. Ils participent aux réactions de métathèse croisée pour donner des boronates vinyliques hautement fonctionnalisés , ils réagissent facilement avec des carbènes générés à partir de diazos pour donner des cyclopropanes et ceci à travers des catalyses au palladium et au rhodium. Les boronates vinyliques, en réaction avec des oxides de nitrile subissent des réactions de cycloaddition 1,3-dipolaire pour donner des isoxazoles . Les boronates vinyliques ont aussi été utilisés comme nucléophiles en réaction d'allylation avec catalyse au cuivre ou au palladium. Les transformations précédentes des organoboranes fournissent des précurseurs importants pour la synthèse totale de molécules bioactives complexes qui ont été utilisées dans les domaines de la médecine, de l'agrochimie, des composés pharmaceutiques et de la chimie fine. Les organoboranes peuvent être synthétisés facilement et ceci les rend particulièrement précieux comme intermédiaires clés en synthèse organique.

Vinylboranes, vinylboronic acids and vinylboronates are organoboranes where the electro negativity difference between carbon and boron…

Advisors/Committee Members: Vaultier, Michel (thesis director).

Subjects/Keywords: Acétates allyliques Gamma-borylés; Organoboranes; Allylation; Couplages de Suzuki- Miyaura; Gamma borylated allylic acetates; Tsuji-trost allylation; One-pot tsuji- trost and Suzuki-Miyuara cross coupling

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Kukkadapu, K. K. (2013). Gamma-Borylated allylic acetates as 3 carbons functionalized units : synthesis and applications : Acétates allyliques Gamma-borylés comme unités fonctionnalisés 3-carbone : synthèse et applications. (Doctoral Dissertation). Rennes 1. Retrieved from http://www.theses.fr/2013REN1S040

Chicago Manual of Style (16^th Edition):

Kukkadapu, Krishna Kishore. “Gamma-Borylated allylic acetates as 3 carbons functionalized units : synthesis and applications : Acétates allyliques Gamma-borylés comme unités fonctionnalisés 3-carbone : synthèse et applications.” 2013. Doctoral Dissertation, Rennes 1. Accessed January 20, 2021. http://www.theses.fr/2013REN1S040.

MLA Handbook (7^th Edition):

Kukkadapu, Krishna Kishore. “Gamma-Borylated allylic acetates as 3 carbons functionalized units : synthesis and applications : Acétates allyliques Gamma-borylés comme unités fonctionnalisés 3-carbone : synthèse et applications.” 2013. Web. 20 Jan 2021.

Vancouver:

Kukkadapu KK. Gamma-Borylated allylic acetates as 3 carbons functionalized units : synthesis and applications : Acétates allyliques Gamma-borylés comme unités fonctionnalisés 3-carbone : synthèse et applications. [Internet] [Doctoral dissertation]. Rennes 1; 2013. [cited 2021 Jan 20]. Available from: http://www.theses.fr/2013REN1S040.

Council of Science Editors:

Kukkadapu KK. Gamma-Borylated allylic acetates as 3 carbons functionalized units : synthesis and applications : Acétates allyliques Gamma-borylés comme unités fonctionnalisés 3-carbone : synthèse et applications. [Doctoral Dissertation]. Rennes 1; 2013. Available from: http://www.theses.fr/2013REN1S040

McMaster University

24. Keskar, Kunal. ADVANCES IN LATE TRANSITION METAL CATALYSIS, OLEFINATION REACTIONS AND APPLICATIONS.

Degree: PhD, 2015, McMaster University

URL: http://hdl.handle.net/11375/16600

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Two series of stable palladium and silver complexes ligated to hemilabile ligands were prepared. The stability and applicability of these well-defined complexes in promoting various… (more)

Subjects/Keywords: Homogeneous catalysis; Nostodione; Indole carboxylates; Suzuki-Miyaura coupling; phosphines; phosphonium salts

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Keskar, K. (2015). ADVANCES IN LATE TRANSITION METAL CATALYSIS, OLEFINATION REACTIONS AND APPLICATIONS. (Doctoral Dissertation). McMaster University. Retrieved from http://hdl.handle.net/11375/16600

Chicago Manual of Style (16^th Edition):

Keskar, Kunal. “ADVANCES IN LATE TRANSITION METAL CATALYSIS, OLEFINATION REACTIONS AND APPLICATIONS.” 2015. Doctoral Dissertation, McMaster University. Accessed January 20, 2021. http://hdl.handle.net/11375/16600.

MLA Handbook (7^th Edition):

Keskar, Kunal. “ADVANCES IN LATE TRANSITION METAL CATALYSIS, OLEFINATION REACTIONS AND APPLICATIONS.” 2015. Web. 20 Jan 2021.

Vancouver:

Keskar K. ADVANCES IN LATE TRANSITION METAL CATALYSIS, OLEFINATION REACTIONS AND APPLICATIONS. [Internet] [Doctoral dissertation]. McMaster University; 2015. [cited 2021 Jan 20]. Available from: http://hdl.handle.net/11375/16600.

Council of Science Editors:

Keskar K. ADVANCES IN LATE TRANSITION METAL CATALYSIS, OLEFINATION REACTIONS AND APPLICATIONS. [Doctoral Dissertation]. McMaster University; 2015. Available from: http://hdl.handle.net/11375/16600

25. Prieur, Vanessa. Pyrrolo[2,3-d]pyrimidines : conception, synthèse, fonctionnalisation : Pyrrolo[2,3-d]pyrimidines : design, synthesis, functionalisation.

Degree: Docteur es, Chimie organique, 2015, Université d'Orléans

URL: http://www.theses.fr/2015ORLE2072

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Les pyrrolo[2,3-d]pyrimidines, également connues sous le nom de 7-déazapurines, sont une classe importante d’hétérocycliques aromatiques, de par leurs potentiels biologiques (antitumoral, antiinflammatoire, antibactérien, etc.). C’est… (more)

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Les pyrrolo[2,3-d]pyrimidines, également connues sous le nom de 7-déazapurines, sont une classe importante d’hétérocycliques aromatiques, de par leurs potentiels biologiques (antitumoral, antiinflammatoire, antibactérien, etc.). C’est pourquoi ce squelette a été une source d’intérêt pour les chimistes organiciens. Outre leurs atouts biologiques, ces molécules présentent également de remarquables propriétés physico-chimiques (fluorescence UV), ce qui permet de nouvelles applications en électronique. Bien que ces dernières années, un bon nombre de recherche ont été mises en oeuvre en vue de synthétiser ces molécules, il n’existe encore que peu de méthodes générales pour obtenir des pyrrolo[2,3-d]pyrimidines hautement substituées. Le but de ces travaux de thèse est de développer différentes stratégies régiosélectives et chimiosélectives de synthèse pour accéder à des pyrrolo[2,3-d]pyrimidines diversement substituées et ce, en un minimum d’étapes. Dans un premier temps, il a été synthétisé une famille de 7-méthylpyrrolo[2,3-d]pyrimidines 4,5,6 triarylées notamment via l’utilisation de deux réactions de Suzuki-Miyaura. Pour faire suite, nous avons envisagé la préparation d’une série de pyrrolopyrimidines 2,4,6-triarylées où le motif aromatique de la position 2 est introduit suivant les conditions de Liebeskind-Srogl. Enfin la préparation de pyrrolo[2,3-d]pyrimidines 4-aminées à partir d’alkynylpyrimidines a été mise au point et divers composés de cette famille ont été élaborés.

The pyrrolo [2,3-d]pyrimidines, also known as 7-deazapurines, are an important class of aromatic heterocycles by their biological potencial (antitumor, anti-inflammatory, antibacterial, etc.). Therefore, this skeleton is a source of interest for the organic chemists. A part of the biological activity, these compounds present also outstanding physicochemical properties (UV-fluorescence); enabling new applications in electronics. The last few years, a great number of researches have been put in execution with a view to synthesizing these molecules, where still few general methods exist to obtain pyrrolo [2,3-d] pyrimidines highly substituted. The aim of these works of thesis is to develop different regioselective and chemoselective synthetic strategies to accede to pyrrolo [2,3-d]pyrimidines diversely substituted and furthemore in a reduced number of steps. First has been synthesized a family of 4,5,6-triarylated-7-methylpyrrolo[2,3-d]pyrimidines including the use of two Suzuki-Miyaura's reactions. Also we contemplated the preparation of a series of 2,4,6-triarylated pyrrolopyrimidines where the aryl group at the position 2 has been introduced under Liebeskind-Srogl reaction conditions. Finally the preparation of 4-aminated pyrrolo [2,3-d] pyrimidines from alkynylpyrimidines has been fine-tuned and diverse derivative compounds have been synthesized.

Advisors/Committee Members: Guillaumet, Gérald (thesis director), Pujol, Maria Dolors (thesis director).

Subjects/Keywords: Pyrrolo[2,3-d]pyrimidines; Couplage métallo-catalysé; Suzuki-Miyaura; Liebeskind-Srogl; Amination; Irradiation micro-ondes; Pyrrolo[2,3-d]pyrimidines; Metallo-catalyzed cross coupling; Suzuki-Miyaura; Liebeskind-Srogl; Amination; Micro-waves irradiations; 547.59

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Prieur, V. (2015). Pyrrolo[2,3-d]pyrimidines : conception, synthèse, fonctionnalisation : Pyrrolo[2,3-d]pyrimidines : design, synthesis, functionalisation. (Doctoral Dissertation). Université d'Orléans. Retrieved from http://www.theses.fr/2015ORLE2072

Chicago Manual of Style (16^th Edition):

Prieur, Vanessa. “Pyrrolo[2,3-d]pyrimidines : conception, synthèse, fonctionnalisation : Pyrrolo[2,3-d]pyrimidines : design, synthesis, functionalisation.” 2015. Doctoral Dissertation, Université d'Orléans. Accessed January 20, 2021. http://www.theses.fr/2015ORLE2072.

MLA Handbook (7^th Edition):

Prieur, Vanessa. “Pyrrolo[2,3-d]pyrimidines : conception, synthèse, fonctionnalisation : Pyrrolo[2,3-d]pyrimidines : design, synthesis, functionalisation.” 2015. Web. 20 Jan 2021.

Vancouver:

Prieur V. Pyrrolo[2,3-d]pyrimidines : conception, synthèse, fonctionnalisation : Pyrrolo[2,3-d]pyrimidines : design, synthesis, functionalisation. [Internet] [Doctoral dissertation]. Université d'Orléans; 2015. [cited 2021 Jan 20]. Available from: http://www.theses.fr/2015ORLE2072.

Council of Science Editors:

Prieur V. Pyrrolo[2,3-d]pyrimidines : conception, synthèse, fonctionnalisation : Pyrrolo[2,3-d]pyrimidines : design, synthesis, functionalisation. [Doctoral Dissertation]. Université d'Orléans; 2015. Available from: http://www.theses.fr/2015ORLE2072

26. Cohen Potier de Courcy, Anita. Synthèse et évaluation antiparasitaire de nouveaux dérivés du thiazole et apparentés : Synthesis and antiparasitic evaluation of new thiazole derivatives and related structures.

Degree: Docteur es, Sciences, 2012, Aix Marseille Université

URL: http://www.theses.fr/2012AIXM5503

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L'objectif de ce travail consiste en la synthèse et l'évaluation antiparasitaire in vitro de nouveaux dérivés du thiazole et apparentés. Plusieurs stratégies de synthèse visant… (more)

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L'objectif de ce travail consiste en la synthèse et l'évaluation antiparasitaire in vitro de nouveaux dérivés du thiazole et apparentés. Plusieurs stratégies de synthèse visant à une pharmacomodulation en séries mono- et polycycliques ont été étudiées : en série 2-méthyl-5-nitrothiazole, la pharmacomodulation anti-Trichomonas de la position 4 par stratégie SRN1 n'a pas permis d'améliorer l'activité déjà démontrée en série 2-méthyl-5-nitroimidazole, mais a conduit à des dérivés à activité antiproliférative in vitro, spécifique de la lignée HepG2. En série 4-arylsulfonylméthyl-2-méthylthiazole, la pharmacomodulation de la position 5, par couplage de Suzuki-Miyaura d'une part, et par arylation directe et réaction de Knoevenagel intramoléculaire d'autre part, a conduit à des dérivés mono- et polycycliques dont certains ont démontré une activité antiplasmodiale in vitro encourageante. En série 5H-thiazolo[3,2-a]pyrimidin-5-one, la réaction de double couplage de Suzuki-Miyaura a révélé l'importance du groupement phényle en position 6 pour l'activité antiplasmodiale de ces dérivés. Enfin, l'évaluation biologique in vitro de thiéno[3,2-d]pyrimidin-4(3H)-ones a permis de caractériser le pharmacophore responsable de l'activité antiplasmodiale significative de cette série. Les résultats préliminaires encourageants d'une étude mécanistique antiplasmodiale présentent l'inhibition spécifique des kinases plasmodiales comme un mécanisme d'action potentiel de ces composés.

The objective of this work consists of the synthesis and the antiparasitic in vitro evaluation of new thiazole derivatives and related structures. Several synthetic strategies aiming at the pharmacomodulation on mono- and polycyclic series have been studied: in 2-methyl-5-nitrothiazole series, the anti-Trichomonas pharmacomodulation on position 4 by SRN1 strategy did not improve the activity previously demonstrated in 2-methyl-5-nitroimidazole series, but led to derivatives displaying a selective in vitro antiproliferative activity toward the HepG2 cell line. In 4-arylsulfonylmethyl-2-methylthiazole series, the pharmacomodulation on position 5, by Suzuki-Miyaura cross-coupling reaction on the one hand, and by direct arylation and intramolecular Knoevenagel reaction on the other hand, led to mono- and polycyclic derivatives among which some displayed an encouraging in vitro antiplasmodial activity. In 5H-thiazolo[3,2-a]pyrimidin-5-one series, a double Suzuki-Miyaura cross-coupling reaction revealed that the phenyl group on position 6 contributes to the antiplasmodial effect of this series. Finally, the in vitro biological evaluation of the thieno[3,2-d]pyrimidin-4(3H)-one scaffold let to characterize the pharmacophore responsible for the significant antiplasmodial activity. Some preliminary encouraging results regarding a mechanistic antiplasmodial study show the specific inhibition of plasmodial kinases, as a potential mechanism of action of some of these compounds.

Advisors/Committee Members: Vanelle, Patrice (thesis director), Rathelot, Pascal (thesis director).

Subjects/Keywords: Thiazole; Plasmodium falciparum; Activité antiproliférative in vitro; Activité antiplasmodiale in vitro; Pharmacomodulation; Kinases plasmodiales; Srn1; Palladium; Couplage de Suzuki-Miyaura; Arylation directe; Thiazole; Plasmodium falciparum; In vitro antiproliferative activity; In vitro antiplasmodial activity; Pharmacomodulation; Plasmodial kinases; Srn1; Palladium; Suzuki-Miyaura cross-coupling; Direct arylation

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Cohen Potier de Courcy, A. (2012). Synthèse et évaluation antiparasitaire de nouveaux dérivés du thiazole et apparentés : Synthesis and antiparasitic evaluation of new thiazole derivatives and related structures. (Doctoral Dissertation). Aix Marseille Université. Retrieved from http://www.theses.fr/2012AIXM5503

Chicago Manual of Style (16^th Edition):

Cohen Potier de Courcy, Anita. “Synthèse et évaluation antiparasitaire de nouveaux dérivés du thiazole et apparentés : Synthesis and antiparasitic evaluation of new thiazole derivatives and related structures.” 2012. Doctoral Dissertation, Aix Marseille Université. Accessed January 20, 2021. http://www.theses.fr/2012AIXM5503.

MLA Handbook (7^th Edition):

Cohen Potier de Courcy, Anita. “Synthèse et évaluation antiparasitaire de nouveaux dérivés du thiazole et apparentés : Synthesis and antiparasitic evaluation of new thiazole derivatives and related structures.” 2012. Web. 20 Jan 2021.

Vancouver:

Cohen Potier de Courcy A. Synthèse et évaluation antiparasitaire de nouveaux dérivés du thiazole et apparentés : Synthesis and antiparasitic evaluation of new thiazole derivatives and related structures. [Internet] [Doctoral dissertation]. Aix Marseille Université 2012. [cited 2021 Jan 20]. Available from: http://www.theses.fr/2012AIXM5503.

Council of Science Editors:

Cohen Potier de Courcy A. Synthèse et évaluation antiparasitaire de nouveaux dérivés du thiazole et apparentés : Synthesis and antiparasitic evaluation of new thiazole derivatives and related structures. [Doctoral Dissertation]. Aix Marseille Université 2012. Available from: http://www.theses.fr/2012AIXM5503

27. Quasdorf, Kyle. Nickel-Catalyzed Cross-Coupling of Phenol Derivatives and Total Synthesis of Welwitindolinone Natural Products.

Degree: Chemistry, 2012, UCLA

URL: http://www.escholarship.org/uc/item/8xk21825

► Chapter one provides a survey of the wide variety of unconventional phenol derivatives that are now available for use in traditional cross-coupling reactions. Emphasis is… (more)

Subjects/Keywords: Organic chemistry; Cross-Coupling; Indolyne; Nickel; Suzuki-Miyaura; Synthesis; Welwitindolinone

…91 CHAPTER THREE: Suzuki–Miyaura Cross-Coupling of Aryl Carbamates and Sulfamates… …134 3.3 Suzuki–Miyaura Cross-Coupling Reactions of Aryl O-Carbamates… …136 viii 3.4 Suzuki–Miyaura Cross-Coupling Reactions of Aryl O-Sulfamates… …142 3.5 Suzuki–Miyaura Cross-Coupling Reactions of Heterocyclic O-Sulfamates.............149… …Figure 3.2 Gibbs free energy profile of Ni-catalyzed Suzuki–Miyaura cross-coupling reaction of…

10 more images…

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APA (6^th Edition):

Quasdorf, K. (2012). Nickel-Catalyzed Cross-Coupling of Phenol Derivatives and Total Synthesis of Welwitindolinone Natural Products. (Thesis). UCLA. Retrieved from http://www.escholarship.org/uc/item/8xk21825

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Chicago Manual of Style (16^th Edition):

Quasdorf, Kyle. “Nickel-Catalyzed Cross-Coupling of Phenol Derivatives and Total Synthesis of Welwitindolinone Natural Products.” 2012. Thesis, UCLA. Accessed January 20, 2021. http://www.escholarship.org/uc/item/8xk21825.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

MLA Handbook (7^th Edition):

Quasdorf, Kyle. “Nickel-Catalyzed Cross-Coupling of Phenol Derivatives and Total Synthesis of Welwitindolinone Natural Products.” 2012. Web. 20 Jan 2021.

Vancouver:

Quasdorf K. Nickel-Catalyzed Cross-Coupling of Phenol Derivatives and Total Synthesis of Welwitindolinone Natural Products. [Internet] [Thesis]. UCLA; 2012. [cited 2021 Jan 20]. Available from: http://www.escholarship.org/uc/item/8xk21825.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Council of Science Editors:

Quasdorf K. Nickel-Catalyzed Cross-Coupling of Phenol Derivatives and Total Synthesis of Welwitindolinone Natural Products. [Thesis]. UCLA; 2012. Available from: http://www.escholarship.org/uc/item/8xk21825

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Indian Institute of Science

28. Prabhat, Kumar. Synthesis and Studies of Dendritic Poly (Ether Imine) Boronates and Cholesteryl-Functionalized Mesogens.

Degree: PhD, Faculty of Science, 2018, Indian Institute of Science

URL: http://etd.iisc.ac.in/handle/2005/3991

► Synthesis and Studies of Dendritic Poly(Ether Imine) Boronates and Cholesteryl-Functionalized Mesogens SYNOPSIS Dendrimers are hyperbranched synthetic macromolecules having branches-upon-branches structures, high molecular weights, globular shapes… (more)

▼ Synthesis and Studies of Dendritic Poly(Ether Imine) Boronates and Cholesteryl-Functionalized Mesogens SYNOPSIS Dendrimers are hyperbranched synthetic macromolecules having branches-upon-branches structures, high molecular weights, globular shapes and monodispersities. Dendrimers possess a large number of modifiable functional groups at their peripheries. Initial efforts were largely concerned with the synthesis, design and development of new dendrimers. Exploring the chemical, biological and material applicability of these macromolecules are relevant to current interests, as a result of the unique structural features of dendrimers. Incorporation of transition metals and organic moieties at the peripheries of the dendrimers was studied to determine their efficacies in catalysis. Evolution of dendritic effects was observed in few instances, that were non-linear in nature. On the other hand, dendritic peripheries were also utilized to study mesogenic properties in liquid crystals. Chapter 1 of the Thesis gives an overview of the types of dendrimers, its structural features and their application in catalysis and as liquid crystalline materials. Chapter 2 describes the synthesis of a new type of poly(ethyl ether imine) dendrimer, having nitrogen as a branching unit, ethylene moiety as the spacer and an oxygen as the connecting linker. Synthesis, characterization, and studies of the photophysical properties of these dendrimers are described in this chapter. The molecular structure of second generation dendrimer is shown in Figure 1. Synthesis of this dendrimer was initiated using 2,2'-oxy-bis(ethan-1¬amine) as the core. The reaction sequence of two alternate nucleophilic substitutions and two alternate reductions, involving ethyl bromoacetate and bromoacetonitrile as monomers was employed in the synthesis of the dendrimer. The formation of dendrimers having ether linkage and tertiary amines as branching unit was established by spectroscopies and mass spectrometry. A number of functional groups, such as, acid, alcohol, amine, ester and nitrile are present at the peripheries of each generation the dendrimers that open up the possibilities for further studies. Carboxylic acid terminated poly(ethyl ether imine) dendrimers are substituted iminodiacetic acids, belonging to the class of polyaminocarboxylic acid. Methyl iminodiacetic acid boronates with NB coordination have emerged as an excellent substitute for unstable boronic acids. Upon increasing the steric bulk on the nitrogen moiety, the hydrolytic stability of the boronates to a base-catalyzed hydrolysis is increased. Combining the structure of carboxylic acid terminated dendrimer and the stability of the dendritic boronates, such dendritic iminodiacetic acids were reacted with arylboronic acids to prepare bis-and tetrakis-boronates (Figure 2). Kinetic hydrolytic studies of boronates were conducted to assess the stabilities of the newly synthesized dendritic boronates. From the studies it was observed that the tetrakis-boronate was ~20 times more stable in… Advisors/Committee Members: Jayaraman, Narayanaswamy (advisor).

Subjects/Keywords: Dendritic Liquid Crystals; Dendritic-catalysis; Dendritic Poly (Ether Imine) Bononates; Dendritic Boronates; Mesogens; Dendrimers; Suzuki-Miyaura Cross-coupling Reactions; Poly(ethyl ether imine) Dendrimer; Dendritic Mesogens; Organic Chemistry

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Prabhat, K. (2018). Synthesis and Studies of Dendritic Poly (Ether Imine) Boronates and Cholesteryl-Functionalized Mesogens. (Doctoral Dissertation). Indian Institute of Science. Retrieved from http://etd.iisc.ac.in/handle/2005/3991

Chicago Manual of Style (16^th Edition):

Prabhat, Kumar. “Synthesis and Studies of Dendritic Poly (Ether Imine) Boronates and Cholesteryl-Functionalized Mesogens.” 2018. Doctoral Dissertation, Indian Institute of Science. Accessed January 20, 2021. http://etd.iisc.ac.in/handle/2005/3991.

MLA Handbook (7^th Edition):

Prabhat, Kumar. “Synthesis and Studies of Dendritic Poly (Ether Imine) Boronates and Cholesteryl-Functionalized Mesogens.” 2018. Web. 20 Jan 2021.

Vancouver:

Prabhat K. Synthesis and Studies of Dendritic Poly (Ether Imine) Boronates and Cholesteryl-Functionalized Mesogens. [Internet] [Doctoral dissertation]. Indian Institute of Science; 2018. [cited 2021 Jan 20]. Available from: http://etd.iisc.ac.in/handle/2005/3991.

Council of Science Editors:

Prabhat K. Synthesis and Studies of Dendritic Poly (Ether Imine) Boronates and Cholesteryl-Functionalized Mesogens. [Doctoral Dissertation]. Indian Institute of Science; 2018. Available from: http://etd.iisc.ac.in/handle/2005/3991

29. Tran, Phuong Nhat Thuy. Design of [email protected] Oxide Framework Nanocatalyst and its Application in Suzuki-Miyaura Cross-Coupling Reaction.

Degree: Japan Advanced Institute of Science and Technology / 北陸先端科学技術大学院大学

URL: http://hdl.handle.net/10119/14811

Supervisor:谷池　俊明

マテリアルサイエンス研究科

修士

Subjects/Keywords: Graphene oxide framework; pore encapsulation; palladium nanocatalysts; Suzuki-Miyaura cross-coupling

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APA (6^th Edition):

Tran, P. N. T. (n.d.). Design of [email protected] Oxide Framework Nanocatalyst and its Application in Suzuki-Miyaura Cross-Coupling Reaction. (Thesis). Japan Advanced Institute of Science and Technology / 北陸先端科学技術大学院大学. Retrieved from http://hdl.handle.net/10119/14811

Note: this citation may be lacking information needed for this citation format:
No year of publication.
Not specified: Masters Thesis or Doctoral Dissertation

Chicago Manual of Style (16^th Edition):

Tran, Phuong Nhat Thuy. “Design of [email protected] Oxide Framework Nanocatalyst and its Application in Suzuki-Miyaura Cross-Coupling Reaction.” Thesis, Japan Advanced Institute of Science and Technology / 北陸先端科学技術大学院大学. Accessed January 20, 2021. http://hdl.handle.net/10119/14811.

Note: this citation may be lacking information needed for this citation format:
No year of publication.
Not specified: Masters Thesis or Doctoral Dissertation

MLA Handbook (7^th Edition):

Tran, Phuong Nhat Thuy. “Design of [email protected] Oxide Framework Nanocatalyst and its Application in Suzuki-Miyaura Cross-Coupling Reaction.” Web. 20 Jan 2021.

Note: this citation may be lacking information needed for this citation format:
No year of publication.

Vancouver:

Tran PNT. Design of [email protected] Oxide Framework Nanocatalyst and its Application in Suzuki-Miyaura Cross-Coupling Reaction. [Internet] [Thesis]. Japan Advanced Institute of Science and Technology / 北陸先端科学技術大学院大学; [cited 2021 Jan 20]. Available from: http://hdl.handle.net/10119/14811.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation
No year of publication.

Council of Science Editors:

Tran PNT. Design of [email protected] Oxide Framework Nanocatalyst and its Application in Suzuki-Miyaura Cross-Coupling Reaction. [Thesis]. Japan Advanced Institute of Science and Technology / 北陸先端科学技術大学院大学; Available from: http://hdl.handle.net/10119/14811

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation
No year of publication.

University of Oxford

30. Schäfer, Philipp. Enantioselective synthesis of chiral building blocks with non-stabilized nucleophiles.

Degree: PhD, 2017, University of Oxford

URL: https://ora.ox.ac.uk/objects/uuid:d69d1861-5368-495a-932d-7e1aa6bc5dfb ; https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.736121

► This thesis describes the combination of non-stabilized nucleophiles and prochiral/racemic electrophiles in transition metal catalyzed asymmetric transformations. These enantioselective reactions have tremendous potential for the… (more)

Subjects/Keywords: 541; Enantioselective catalysis; Electrochemistry; Hiyama coupling; Organocatalysis; Boronic Acid; Suzuki-Miyaura coupling; Siloxane

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APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6^th Edition):

Schäfer, P. (2017). Enantioselective synthesis of chiral building blocks with non-stabilized nucleophiles. (Doctoral Dissertation). University of Oxford. Retrieved from https://ora.ox.ac.uk/objects/uuid:d69d1861-5368-495a-932d-7e1aa6bc5dfb ; https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.736121

Chicago Manual of Style (16^th Edition):

Schäfer, Philipp. “Enantioselective synthesis of chiral building blocks with non-stabilized nucleophiles.” 2017. Doctoral Dissertation, University of Oxford. Accessed January 20, 2021. https://ora.ox.ac.uk/objects/uuid:d69d1861-5368-495a-932d-7e1aa6bc5dfb ; https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.736121.

MLA Handbook (7^th Edition):

Schäfer, Philipp. “Enantioselective synthesis of chiral building blocks with non-stabilized nucleophiles.” 2017. Web. 20 Jan 2021.

Vancouver:

Schäfer P. Enantioselective synthesis of chiral building blocks with non-stabilized nucleophiles. [Internet] [Doctoral dissertation]. University of Oxford; 2017. [cited 2021 Jan 20]. Available from: https://ora.ox.ac.uk/objects/uuid:d69d1861-5368-495a-932d-7e1aa6bc5dfb ; https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.736121.

Council of Science Editors:

Schäfer P. Enantioselective synthesis of chiral building blocks with non-stabilized nucleophiles. [Doctoral Dissertation]. University of Oxford; 2017. Available from: https://ora.ox.ac.uk/objects/uuid:d69d1861-5368-495a-932d-7e1aa6bc5dfb ; https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.736121

Open Access Theses and Dissertations