Synthesis 2009(9): 1469-1472  
DOI: 10.1055/s-0028-1088020
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of 1-Chloroalkynes from Alkynylsilanes Using Trichloroisocyanuric Acid as Chlorinating Agent

Mie Højer Vilhelmsen, Asbjørn Sune Andersson, Mogens Brøndsted Nielsen*
Department of Chemistry, University of Copenhagen, Universitetsparken 5, 2100 Copenhagen Ø, Denmark
Fax: +4535320212; e-Mail: mbn@kiku.dk;
Further Information

Publication History

Received 27 November 2008
Publication Date:
16 March 2009 (online)

Abstract

A new method is reported for preparing 1-chloroalkynes from alkynylsilanes using trichloroisocyanuric acid (TCCA) as chlorinating agent and AgNO3 for in situ desilylation. The method is selective for trimethylsilyl-protected alkynes relative to triisopropylsilyl-protected alkynes.