4.6 Article

Electrochemical oxidaton of N,N-dialkyl-p-phenylenediamines in the presence of arylsulfinic acids. An efficient method for the synthesis of new sulfonamide derivatives

Journal

ELECTROCHEMISTRY COMMUNICATIONS
Volume 11, Issue 2, Pages 488-491

Publisher

ELSEVIER SCIENCE INC
DOI: 10.1016/j.elecom.2008.12.028

Keywords

Electrochemical synthesis; N,N-Dialkyl-p-phenylenediamines; Sulfonamide; Michael type reaction; Cyclic voltammetry

Funding

  1. Bu-Ali Sina University Research Council
  2. Center of Excellence in Development of Chemical Methods (CEDCM)

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Electrochemical oxidation of N,N-dialkyl-p-phenylenediamines have been studied in the presence of arylsulfinic acids as nucleophiles in aqueous solutions. The results indicate that the electrochemically generated quinone-imines participate in Michael type addition reaction with arylsulfinic acids and via an EC mechanism convert to the corresponding new sulfonamide derivatives. In this work, an efficient and one-pot electrochemical method for the synthesis of new sulfonamide derivatives in aqueous solution is reported. (C) 2008 Elsevier BY. All rights reserved.

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