Phosphorus pentasulfide and Lawesson reagent in synthesis of 1,3-thiazole-4-thiol derivatives

Abstract

Available S-amidophenacylation products of thiols and sulfanylphenols on treatment with phosphorus pentasulfide or, which is better, Lawesson reagent convert into the corresponding 1,3-thiazole-4-thiol derivatives that are easily oxidized with hydrogen peroxide. The latter reaction was used to introduce a series of alkyl- or arylsulfonyl groups in the 4 position of the thiazole ring. This general approach significantly extends the limited range of synthetic procedures for 1,3-thiazole-4-thiol derivatives.