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Synthesis of Thiazolidin‐4‐ones from Substituted (Ylidene)hydrazinecarbothioamides and Dimethyl Acetylenedicarboxylate
Author(s) -
Hassan Alaa A.,
Aly Ashraf A.,
ElShaieb Kamal M. A.,
Bedair Tarek M. I.,
Bräse Stefan,
Brown Alan B.
Publication year - 2014
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.1642
Subject(s) - dimethyl acetylenedicarboxylate , chemistry , yield (engineering) , nucleophile , medicinal chemistry , conjugated system , organic chemistry , cycloaddition , catalysis , polymer , materials science , metallurgy
Conjugated substituted (ylidene)hydrazinecarbothioamides react in high yield with dimethyl acetylenedicarboxylate to give substituted [(ylidene)hydrazono)‐4‐oxothiazolidin‐5‐ylidene]acetates; several mechanistic options involving nucleophilic interaction are presented.