An unexpected formation of 2-aryl-3-benzyl-1, 3-thiazolidin-4-ones

…, LR Capri, CRB Gomes, RH Sizilio, SMSV Wardell

Index: Cunico, Wilson; Capri, Liliane R.; Gomes, Claudia R. B.; Sizilio, Rosangela H.; Wardell, Solange M. S. V. Synthesis, 2006 , # 20 p. 3405 - 3408

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Citation Number: 13

Abstract

A mixture of l-valine, two equivalents of arenealdehyde 2a-k, and diisopropylethylamine (DIPEA) in toluene was refluxed for four hours with a Dean-Stark trap. The mercaptoacetic acid was then added and the reaction mixture was heated until the reaction was complete (CG analysis). Products 3 were obtained in moderate yields after column chromatography (Table [1] ). The 1,3-thiazolidin-4-ones 3a-k were also obtained in a one-step reaction when all ...