Synthesis of 1,3-thiazolidin-4-ones; reactivity of the thiosemicarbazone function towards dimethyl acetylenedicarboxylate

Hassan A. A. , Mohamed S. K. , Mohamed N. K. , El-Shaieb K. M. , Abdel-Aziz A. T. , Mague J. T. , ...Daha Fazla

JOURNAL OF CHEMICAL RESEARCH, ss.173-177, 2016 (SCI İndekslerine Giren Dergi) identifier identifier


Aryl thiosemicarbazones react rapidly in a facile procedure with dimethyl acetylene-dicarboxylate to give substituted (ylidene) hydrazono(4-oxothiazolidin-5-ylidene) acetates in high yields. The synthesised compounds were characterised by spectroscopic methods and the structures confirmed by single crystal X-ray crystallography. Several mechanistic options involving nucleophilic interaction are presented.