Abstract

Electrooxidation of 4-methylcatechol ( 1) in the presence of 1,3-dimethylbarbituric acid ( 2a) and 1,3-diethylthiobarbituric acid ( 2b) as nucleophiles has been studied in detail by cyclic voltammetry and controlled-potential coulometry. The results indicate that 1 can be oxidized to its related o-benzoquinone ( 1a) and without conversion to its quinone methide tautomeric form, via an ECEC mechanism pathway, is converted to barbiturate derivatives ( 5a– b). The electrochemical synthesis of 5a– b have been successfully performed in one-pot in an undivided cell.

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