Chemical and electrochemical oxidative coupling of N,N-dialkyl-p-phenylenediamines and arylsulfinic acids. Synthesis of sulfonamide derivatives

Electrochemical and chemical oxidation of N,N-dialkyl-p-phenylenediamines have been studied in the presence of arylsulfinic acids as nucleophiles in aqueous solutions for the synthesis of sulfonamide derivatives. The results indicate that the electrochemically or chemically generated quinone-diimines participate in Michael-type addition reactions with arylsulfinic acids and are converted into the corresponding sulfonamide derivatives. (C) 2010 Elsevier Ltd. All rights reserved.