Issue 4, 2012
From the journal:

Green Chemistry

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

Fahimeh Varmaghani,a   Davood Nematollahi,*a   Shadpour Mallakpourb  and  Roya Esmailia  

* Corresponding authors

a Faculty of Chemistry, Bu-Ali Sina University, Hamedan, Iran
E-mail: nemat@basu.ac.ir
Fax: +98-811-8257407

b Organic Polymer Chemistry Research Laboratory, Department of Chemistry, Isfahan University of Technology, Isfahan 84156-83111, I. R. Iran

Abstract

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.

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

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Article information

DOI
https://doi.org/10.1039/C2GC16342J
Article type
Paper
Submitted
26 Oct 2011
Accepted
10 Jan 2012
First published
13 Feb 2012

Green Chem., 2012,14, 963-967

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

F. Varmaghani, D. Nematollahi, S. Mallakpour and R. Esmaili, Green Chem., 2012, 14, 963 DOI: 10.1039/C2GC16342J

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