Investigation of Electrochemically Induced Michael Addition Reactions of Ortho- and Para-banzoquinones with 2-Mercaptobenzimidazole: Application to Electrosynthesis
Saied S.H. Davarani,
Electrochemical oxidation of hydroquinone and catechol derivatives (1a-1d) has been studied in the presence
of 2-mercaptobenzimidazole (3) as a nucleophile in water/acetonitrile (85/15, v/v) solutions using cyclic voltammetry.
Our results indicate that electrogenerated benzoquinone participated in a Michael addition reaction with 2-
mercaptobenzimidazole (3) and via an EC mechanism were converted to the corresponding thioimidazole compounds.
These products were obtained in good yields using a carbon electrode in an undivided cell.
Keywords: Catechol, Hydroquinone, Electrochemical synthesis, Thioimidazole, Cyclic voltammetry, Michael addition
Rights & PermissionsPrintExport