PAPER	Synthesis 2004: 3055-3059   DOI: 10.1055/s-2004-834895
© Georg Thieme Verlag Stuttgart · New York
Synthesis of Thiophene Derivatives on Soluble Polymer-Support Using Gewald Reaction
Haiqing Zhang, Guichun Yang*, Jianian Chen, Zuxing Chen
Faculty of Chemistry and Material Science, Hubei University, Wuhan, Hubei, 430062, P. R. China e-Mail: +86(27)88663043; e-Mail: ygc33@163.net;
Received 24 May 2004

Abstract

A variety of thiophene derivatives have been synthesized using poly(ethylene glycol) (PEG) as soluble polymer support. PEG reacted with cyanoacetic acid, DCC and DMAP in CHCl₃ under microwave irradiation to give PEG-bound cyanoacetic ester 1. A mixture of 1, elemental sulfur, DIPEA and 2 carried out Gewald reaction under microwave irradiation to afford 3, which was acylated and treated with 1% KCN in methanol to give thiophene derivatives 6. This synthetic method is simple and mild, and the yields are moderate to high.

Key words

thiophene derivatives - synthesis - Gewald reaction - soluble polymer-support - microwave