Journal of Electroanalytical Chemistry, Vol.651, No.1, 72-79, 2011
Electrochemical synthesis of the new substituted phenylpiperazines
Electrochemical oxidation of 1-(4-(4-hydroxyphenyl)piperazin-1-yl)ethanone (1) has been studied in the presence of arylsulfinic acids (3a-c) as nucleophiles in aqueous solutions using cyclic voltammetry and controlled-potential coulometry methods. The results revealed that quinone-imine derived from oxidation of 1 participates in Michael type addition reaction with 3a-c and via an EC mechanism converts to the corresponding new phenylpiperazine derivatives. The present work has led to the development of a facile and environmentally friendly reagent-less electrochemical method for synthesis of some new phenylpiperazine derivatives in aqueous solutions with high atom economy and safe waste under ambient conditions and in an undivided cell using a carbon electrode. (c) 2010 Elsevier B.V. All rights reserved.
Keywords:Electrochemical synthesis;Phenylpiperazine;Arylsulfinic acid;Cyclic voltammetry;Green chemistry