Electrochimica Acta, Vol.180, 909-913, 2015
Electroreductive nucleophile acceptor generation. Electrochemical synthesis of N-(4-(dimethylamino)phenyl)benzenesulfonamide
To the best of our knowledge, this is first report describing generation of Michael acceptor via electrochemical reduction. In this work, electrochemical reduction of 4-nitroso-N,N-dimethylaniline has been studied in the presence of arylsulfinic acids in aqueous solutions. The cathodically generated p-quinonediimine participates in Michael type addition reaction with arylsulfinic acids and converts to the corresponding sulfonamide derivatives. This work has led to the development of a facile and environmentally friendly reagent-less electrochemical method for the synthesis of some sulfonamide derivatives with safe waste under green conditions. (C) 2015 Elsevier Ltd. All rights reserved.
Keywords:Electrochemical synthesis;4-Nitroso-N,N-dimethylaniline;Sulfonamide;Michael type reaction;Cyclic voltammetry