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You searched for subject:(aminothiocarbonylation). Showing records 1 – 2 of 2 total matches.

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University of Ottawa

1. Ranasinghe Gamage, Indeewari. New Reactivity Involving N-Isothiocyanates: Aminothiocarbonylation and [3+2] Cycloadditions to Form Molecules Containing NNCS Motifs .

Degree: 2017, University of Ottawa

Nitrogen-containing heterocycles are of vital importance for the pharmaceutical and agrochemical industries. The Beauchemin group has been studying rare, amphoteric nitrogen-substituted isocyanates over the past years, and showed that their [3+2] alkene cycloaddition and cascade reactions provide access to a variety of NNCO containing heterocyclic compounds. This triggered interest into the reactivity of the parent N-isothiocyanates, which are also rare, and led to the discovery of aminothiocarbonylation reactions. The products formed are azomethine imines which contain a cyclic -aminothiocarbonyl motif, thus providing a cycloaddition route to these useful dipoles from simple starting materials. Such aminothiocarbonylation reactions were developed with both alkenes and imines as substrates.Apart from cyclic azomethine imine formations, efforts have also been made toward forming the acyclic azomethine imines as intermediates. These intermediates undergo [3+2] cycloaddition to form thiocarbamoyl pyrazolidine derivatives, and a preliminary substrate scope for this new intermolecular reactivity is presented. Other preliminary results include an unexpected Chugaev type reactivity. Collectively, these results show that N-isothiocyanates hold significant potential for the development of new reactivity.

Subjects/Keywords: aminothiocarbonylation; heterocycles; cycloaddition; isothiocyanates

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APA (6th Edition):

Ranasinghe Gamage, I. (2017). New Reactivity Involving N-Isothiocyanates: Aminothiocarbonylation and [3+2] Cycloadditions to Form Molecules Containing NNCS Motifs . (Thesis). University of Ottawa. Retrieved from http://hdl.handle.net/10393/36042

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

Chicago Manual of Style (16th Edition):

Ranasinghe Gamage, Indeewari. “New Reactivity Involving N-Isothiocyanates: Aminothiocarbonylation and [3+2] Cycloadditions to Form Molecules Containing NNCS Motifs .” 2017. Thesis, University of Ottawa. Accessed October 18, 2019. http://hdl.handle.net/10393/36042.

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

MLA Handbook (7th Edition):

Ranasinghe Gamage, Indeewari. “New Reactivity Involving N-Isothiocyanates: Aminothiocarbonylation and [3+2] Cycloadditions to Form Molecules Containing NNCS Motifs .” 2017. Web. 18 Oct 2019.

Vancouver:

Ranasinghe Gamage I. New Reactivity Involving N-Isothiocyanates: Aminothiocarbonylation and [3+2] Cycloadditions to Form Molecules Containing NNCS Motifs . [Internet] [Thesis]. University of Ottawa; 2017. [cited 2019 Oct 18]. Available from: http://hdl.handle.net/10393/36042.

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

Council of Science Editors:

Ranasinghe Gamage I. New Reactivity Involving N-Isothiocyanates: Aminothiocarbonylation and [3+2] Cycloadditions to Form Molecules Containing NNCS Motifs . [Thesis]. University of Ottawa; 2017. Available from: http://hdl.handle.net/10393/36042

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


University of Ottawa

2. Lavergne, Kaitlyn. Synthesis of Azomethine Imines via Alkene Aminocarbonylation and their Derivatization into Pyrazolones .

Degree: 2015, University of Ottawa

Nitrogen-containing heterocyclic compounds are very important to the pharmaceutical and agrochemical industries, among others. Over the past few years, the Beauchemin group has been exploring reactivity of N-substituted isocyanates and as part of this has developed a metal-free alkene aminocarbonylation process relying on imino-isocyanates to form azomethine imines. The azomethine imines formed are interesting since they contain a cyclic β-aminocarbonyl motif. Catalysis of this reaction using basic additives allowed milder reaction conditions with electron-rich C=C bonds such as enol ethers. Efforts have also been made towards the derivatization of these azomethine imines into useful products. It was discovered that upon reduction and aromatization of azomethine imines, pyrazolones could be obtained. This is providing a novel modular approach to these compounds, which have relevance in pharmaceuticals and agrochemicals. This reactivity was extended to include imino-isothiocyanates.

Subjects/Keywords: Aminocarbonylation; Azomethine imine; Pyrazolones; Thioxo azomethine imines; Thiopyrazolones; Imino-isocyanates; Imino-isothiocyanates; Aminothiocarbonylation; Enol ethers

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

APA (6th Edition):

Lavergne, K. (2015). Synthesis of Azomethine Imines via Alkene Aminocarbonylation and their Derivatization into Pyrazolones . (Thesis). University of Ottawa. Retrieved from http://hdl.handle.net/10393/32516

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

Chicago Manual of Style (16th Edition):

Lavergne, Kaitlyn. “Synthesis of Azomethine Imines via Alkene Aminocarbonylation and their Derivatization into Pyrazolones .” 2015. Thesis, University of Ottawa. Accessed October 18, 2019. http://hdl.handle.net/10393/32516.

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

MLA Handbook (7th Edition):

Lavergne, Kaitlyn. “Synthesis of Azomethine Imines via Alkene Aminocarbonylation and their Derivatization into Pyrazolones .” 2015. Web. 18 Oct 2019.

Vancouver:

Lavergne K. Synthesis of Azomethine Imines via Alkene Aminocarbonylation and their Derivatization into Pyrazolones . [Internet] [Thesis]. University of Ottawa; 2015. [cited 2019 Oct 18]. Available from: http://hdl.handle.net/10393/32516.

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

Council of Science Editors:

Lavergne K. Synthesis of Azomethine Imines via Alkene Aminocarbonylation and their Derivatization into Pyrazolones . [Thesis]. University of Ottawa; 2015. Available from: http://hdl.handle.net/10393/32516

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

.