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Synthesis 2004(18): 3055-3059
DOI: 10.1055/s-2004-834895
DOI: 10.1055/s-2004-834895
PAPER
© Georg Thieme Verlag Stuttgart · New York
Synthesis of Thiophene Derivatives on Soluble Polymer-Support Using Gewald Reaction
Further Information
Received
24 May 2004
Publication Date:
26 October 2004 (online)
Publication History
Publication Date:
26 October 2004 (online)
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
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