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Synthesis of N,N′-Disulfonylamidines from Sulfonamides and Alkynes by a Two-Step, One-Pot Reaction with Nonafluorobutanesulfonyl Azide
Article first published online: 1 FEB 2013
DOI: 10.1002/adsc.201201001
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Suárez, J. R., Kwiczak, J., Grenda, K., Jimeno, M. L. and Chiara, J. L. (2013), Synthesis of N,N′-Disulfonylamidines from Sulfonamides and Alkynes by a Two-Step, One-Pot Reaction with Nonafluorobutanesulfonyl Azide. Adv. Synth. Catal., 355: 913–918. doi: 10.1002/adsc.201201001
Publication History
- Issue published online: 25 MAR 2013
- Article first published online: 1 FEB 2013
- Manuscript Received: 13 NOV 2012
Funded by
- Spanish Ministerio de Ciencia e Innovación. Grant Number: projects CTQ2009-14551-C02-02 and MAT2010-20646-C04-03
- European Social Fund
- Comunidad de Madrid. Grant Number: project S2009/PPQ-1634 “AVANCAT”
Keywords:
- alkynes;
- amidines;
- copper;
- sulfonamides;
- sulfonyl azides
Abstract
Nonafluorobutanesulfonyl azide is an advantageous alternative to triflyl azide for the efficient synthesis of sulfonyl azides from sulfonamides in terms of its higher reactivity, lower cost, and non-hazardous nature. The reagent has proven its utility in a novel synthesis of N,N′-disulfonylamidines from available sulfonamides by a copper-catalyzed two-step, one-pot sequential process with added terminal alkynes.