Organic Chemistry Portal

Abstracts

Search:

Trapping of Azidocarbenium Ion: A Unique Route for Azide Synthesis

Suman Pramanik and Prasanta Ghorai*

*Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Indore By-pass Road, Bhauri, Bhopal 462066, India, Email: pghoraiiiserb.ac.in

S. Pramanik, P. Ghorai, Org. Lett., 2014, 16, 2104-2107.

DOI: 10.1021/ol5008235 (free Supporting Information)


see article for more reactions

Abstract

The sensitive azidocarbenium ion intermediate can be trapped with various nucleophiles to provide azides in excellent chemoselectivity. The method enables the chemoselective synthesis of primary and secondary benzyl azides from aldehydes in a one-pot reaction.

see article for more examples



Key Words

benzyl azides, triethylsilane


ID: J54-Y2014