Synthesis 2005(1): 85-91  
DOI: 10.1055/s-2004-834901
PAPER
© Georg Thieme Verlag Stuttgart · New York

Vilsmeier-Haack Reaction of α-Oxo Ketene Dithioacetals to α-Chlorovinyl/Ethynyl Ketene Dithioacetals

Dewen Dong*, Yingchun Liu, Yulong Zhao, Yimei Qi, Zhuo Wang, Qun Liu*
Department of Chemistry, Northeast Normal University, Changchun, 130024, P. R. China
Fax: +86(431)5098966; e-Mail: dongdw663@nenu.edu.cn;
Further Information

Publication History

Received 12 July 2004
Publication Date:
02 November 2004 (online)

Abstract

A range of α-oxo ketene dithioacetals 1 reacted with Vilsmeier reagent (POCl3/DMF) to afford α-chlorovinyl ketene dithioacetals 2. With the treatment of NaOH in ethanol or methanol, the compounds 2 were transformed into the corresponding α-ethynyl ketene dithioacetals 3 in moderate to high yields.