Abstract

The electrochemical oxidation of catechol has been studied in the presence of indole as the nucleophile in water/acetonitrile (50:50) using cyclic voltammetry and controlled-potential coulometry methods. The results revealed that the quinone derived from the oxidation of catechol participates in Michael addition reactions with indole, and via a novel ECECECE mechanism, converts it to the trisindolyl- o-quinone in a good yield via electrochemical oxidation under controlled-potential conditions without any toxic reagents at the carbon electrode in a two-compartment cell.

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