Synthesis of 5-membered heterocycles via lewis-acid mediated [3+2]-cycloaddition of vinyl azides and allylsilanes.

Synthesis of 5-membered heterocycles via lewis-acid mediated [3+2]-cycloaddition of vinyl azides and allylsilanes.

This report presents a concise approach towards the synthesis of multi-substituted pyrroles and dihydropyrroles via [3+2]-cycloaddition of vinyl azides and allylsilanes. This reaction is mediated by Ti (IV) reagents, such as TiCl4. Interestingly, the choice of quenching reagents, either pH 9 ammoniu...

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Main Author: Chua, Sze Hui.
Other Authors: Chiba Shunsuke
Format: Final Year Project
Language:English
Published: 2010
Subjects:
DRNTU::Science::Chemistry::Organic chemistry::Heterocyclic compounds
Online Access:http://hdl.handle.net/10356/39831
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Institution: Nanyang Technological University
Language: English
id sg-ntu-dr.10356-39831
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spelling sg-ntu-dr.10356-398312023-02-28T23:12:42Z Synthesis of 5-membered heterocycles via lewis-acid mediated [3+2]-cycloaddition of vinyl azides and allylsilanes. Chua, Sze Hui. Chiba Shunsuke School of Physical and Mathematical Sciences DRNTU::Science::Chemistry::Organic chemistry::Heterocyclic compounds This report presents a concise approach towards the synthesis of multi-substituted pyrroles and dihydropyrroles via [3+2]-cycloaddition of vinyl azides and allylsilanes. This reaction is mediated by Ti (IV) reagents, such as TiCl4. Interestingly, the choice of quenching reagents, either pH 9 ammonium buffer or Et3N, determine whether dihydropyrroles or pyrroles were obtained. Bachelor of Science in Chemistry and Biological Chemistry 2010-06-07T02:44:26Z 2010-06-07T02:44:26Z 2010 2010 Final Year Project (FYP) http://hdl.handle.net/10356/39831 en 37 p. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic DRNTU::Science::Chemistry::Organic chemistry::Heterocyclic compounds
spellingShingle DRNTU::Science::Chemistry::Organic chemistry::Heterocyclic compounds
Chua, Sze Hui.
Synthesis of 5-membered heterocycles via lewis-acid mediated [3+2]-cycloaddition of vinyl azides and allylsilanes.
description This report presents a concise approach towards the synthesis of multi-substituted pyrroles and dihydropyrroles via [3+2]-cycloaddition of vinyl azides and allylsilanes. This reaction is mediated by Ti (IV) reagents, such as TiCl4. Interestingly, the choice of quenching reagents, either pH 9 ammonium buffer or Et3N, determine whether dihydropyrroles or pyrroles were obtained.
author2 Chiba Shunsuke
author_facet Chiba Shunsuke
Chua, Sze Hui.
format Final Year Project
author Chua, Sze Hui.
author_sort Chua, Sze Hui.
title Synthesis of 5-membered heterocycles via lewis-acid mediated [3+2]-cycloaddition of vinyl azides and allylsilanes.
title_short Synthesis of 5-membered heterocycles via lewis-acid mediated [3+2]-cycloaddition of vinyl azides and allylsilanes.
title_full Synthesis of 5-membered heterocycles via lewis-acid mediated [3+2]-cycloaddition of vinyl azides and allylsilanes.
title_fullStr Synthesis of 5-membered heterocycles via lewis-acid mediated [3+2]-cycloaddition of vinyl azides and allylsilanes.
title_full_unstemmed Synthesis of 5-membered heterocycles via lewis-acid mediated [3+2]-cycloaddition of vinyl azides and allylsilanes.
title_sort synthesis of 5-membered heterocycles via lewis-acid mediated [3+2]-cycloaddition of vinyl azides and allylsilanes.
publishDate 2010
url http://hdl.handle.net/10356/39831
_version_ 1759854010928463872

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