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A facile electrochemical method for the synthesis of 5‐phenyl‐1,3,4‐oxadiazol‐2‐ylthio‐benzene‐1,2‐diol derivatives
Author(s) -
Fakhari Ali Reza,
Hosseiny Davarani Saied Saeed,
Ahmar Hamid,
Hasheminasab Kobra,
Khavasi Hamid Reza
Publication year - 2009
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.86
Subject(s) - chemistry , diol , electrochemistry , benzene , proton nmr , aqueous solution , electrolysis , carbon 13 nmr , michael reaction , thiol , oxadiazole , medicinal chemistry , organic chemistry , combinatorial chemistry , catalysis , electrode , electrolyte
Electrochemical oxidation of catechols to corresponding o ‐quinones was successfully performed in aqueous solution by electrolysis at the controlled potentials. Quinones derived from catechols, participate in Michael addition reactions with 5‐phenyl‐1,3,4‐oxadiazole‐2‐thiol and via EC mechanism, converted to corresponding 5‐phenyl‐1,3,4‐oxadiazol‐2‐ylthio‐benzene‐1,2‐diol derivatives ( 4 and 4 ′). The products have been characterized using IR, 1 H NMR, 13 C NMR, X‐ray, and mass spectral data. J. Heterocyclic Chem., 46, 443 (2009).