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

• 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
• Institution: Nanyang Technological University

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...