Regioselective ring opening of thiomalic acid anhydrides by carbon nucleophiles. Synthesis and X-ray structure elucidation of novel thiophenone derivatives

Abstract

Novel and promising thiophenone derivatives were synthesised by regioselective ring opening of activated thiomalic acid anhydrides, with a variety of active methylene nucleophiles via a C-acylation/cyclisation process involving an S-C bond formation. This regioselective approach could be moreover established by X-ray diffraction structure analysis. The thiolactone ring can act as valuable synthetic scaffold for the preparation of natural and synthetic compounds with important biological and pharmacological activities. © 2009 Elsevier Ltd. All rights reserved