One-Pot, Catalyst-Free, Facile, and Efficient Sulfenylation of Electron-Rich Substrates with a Mild Sulfenium Carrier Azobenzene-2-sulfenyl Bromide

Abstract

One-pot, catalyst-free, facile, and efficient sulfenylations of resorcinol, 1,3-diaminobenzene, 2-naphthol, 2-aminonaphthalene, indole, pentane-2,4-dione, etc., in aqueous and ethanolic solution by a mild sulfenium carrier azobenzene-2-sulfenyl bromide are described. Efficient sulfenylating reagent, mild reaction conditions, and excellent yields make this method quite simple, convenient, and practical.

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GRAPHICAL ABSTRACT

Keywords:

• Aqueous medium synthesis
• azobenzene-2-sulfenyl bromide
• azo-sulfur interaction
• hypervalent episulfonium ion
• sulfenylation

ACKNOWLEDGMENTS

The authors thank the director of NIT, Silchar, and Department of Chemistry, Gauhati University, for laboratory facilities. The authors also thank the Council of Scientific and Industrial Research (CSIR), New Delhi, for the award of a senior research fellowship (T. B.) and the University Grants Commission for BSR fellowship (N. A).