A. B. Moghaddam, F. Kobarfard, A. Fakhari
Nov 1, 2005
Citations
0
Influential Citations
27
Citations
Journal
Electrochimica Acta
Abstract
Abstract Electrochemical oxidation of o -dihydroxybenzenes ( 1a and 1b ) has been studied in the presence of 4-hydroxy-1-methyl-2(1H)-quinolone ( 3 ) as a nucleophile in aqueous solution using cyclic voltammetry and controlled-potential coulometry. The results indicate that the o -quinones derived from o -dihydroxybenzenes ( 1a and 1b ) participate in 1,4-(michael) addition reactions with 3 to form the corresponding new o -dihydroxybenzene derivatives ( 6a and 6b ). We propose a mechanism for the electrode process. The efficient electrochemical synthesis of 6a and 6b has been successfully performed at carbon rod electrodes in an undivided cell in good yield and purity. The products have been characterized after purification by IR, 1 H NMR, 13 C NMR and MS.