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A Facile and Efficient One‐Pot Electrochemical Synthesis of Thiazole Derivatives in Aqueous Solution
Author(s) -
Ameri Mohsen,
Amoozadeh Ali,
Asghari Alireza,
Nematollahi Davood,
Bakherad Mohammad
Publication year - 2015
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201400167
Subject(s) - chemistry , thiazole , coulometry , cyclic voltammetry , electrochemistry , aqueous solution , yield (engineering) , combinatorial chemistry , rhodanine , nucleophile , phosphate buffered saline , catalysis , organic chemistry , electrode , chromatography , materials science , metallurgy
Abstract In the present work, the electrooxidation of hydroquinones 1a and 1b , and catechols 1c and 1d was studied in the presence of rhodanine ( 3 ) as nucleophile in a mixture of EtOH and phosphate buffer solution as ‘green’ media using cyclic voltammetry and controlled‐potential coulometry. The results indicated that the corresponding p ‐ and o ‐quinones formed from the hydroquinones and catechols, respectively, participate in Michael addition reaction to yield new thiazole derivatives. The electrochemical syntheses of these new thiazole derivatives were performed successfully at three graphite rod electrodes in undivided cells in good‐to‐excellent yields at room temperature without any catalyst.