4.8 Article

Electrochemical oxidation of 4-substituted urazoles in the presence of arylsulfinic acids: an efficient method for the synthesis of new sulfonamide derivatives

Journal

GREEN CHEMISTRY
Volume 14, Issue 4, Pages 963-967

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c2gc16342j

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Funding

  1. Bu-Ali Sina University Research Council
  2. Center of Excellence in Development of Chemical Methods (CEDCM)
  3. National Elite Foundation (NEF)
  4. Center of Excellency in Sensors and Green Chemistry Research Isfahan University of Technology

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Electrochemical synthesis of some new sulfonamide derivatives was carried out via the electrooxidation of 4-substituted urazoles in the presence of arylsulfinic acids. The results show that electrogenerated 4-alkyl-4H-1,2,4-triazole-3,5-diones participated in a Michael-type reaction with arylsulfinic acids and, via an electron transfer + chemical reaction (EC) mechanism, were converted to the corresponding sulfonamide derivatives. In this work, some new sulfonamide derivatives with high yields in aqueous solutions, without toxic reagents and solvents at a carbon electrode using an environmentally friendly novel method, are provided.

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