S. S. H. Davarani, A. Fakhari, A. Shaabani
Sep 22, 2008
Citations
0
Influential Citations
20
Citations
Journal
Tetrahedron Letters
Abstract
Abstract Electrochemical oxidation of 2,3-dimethylhydroquinone 1 has been studied in the presence of o -phenylenediamines 3a – c as nucleophiles in aqueous solution, using cyclic voltammetry and controlled potential coulometry. The results indicate that the quinone 2 derived from 2,3-dimethylhydroquinone participates in Michael addition and imine condensation reactions with o -phenylenediamine via an ECECC mechanism, and is converted to the corresponding phenazine derivatives 7a – c and 7 ′ b . The electrochemical synthesis of compounds 7a – c and 7 ′ b has been performed successfully at a carbon rod electrode in an undivided cell with good yields and high purities.