Issue 7, 2012

Iodine-catalyzed oxidative system for 3-sulfenylation of indoles with disulfides using DMSO as oxidant under ambient conditions in dimethyl carbonate

Abstract

The iodine catalyzed oxidative system for 3-sulfenylation of indoles with disulfides using DMSO as oxidant has been achieved under ambient conditions, providing a convenient and efficient method for the synthesis of 3-sulfenylindoles in good to excellent yields and with high selectivity. The reaction was carried out in a green solvent, DMC, under atmospheric conditions. Only 0.5 mmol of disulfide was needed for the 3-sulfenylation of 1 mmol of indole because both the sulfenyl groups of a symmetric disulfide take part in the reaction. The procedure is suitable for N-protected or unprotected indoles.

Graphical abstract: Iodine-catalyzed oxidative system for 3-sulfenylation of indoles with disulfides using DMSO as oxidant under ambient conditions in dimethyl carbonate

Supplementary files

Article information

Article type
Paper
Submitted
07 Mar 2012
Accepted
10 May 2012
First published
11 May 2012

Green Chem., 2012,14, 2066-2070

Iodine-catalyzed oxidative system for 3-sulfenylation of indoles with disulfides using DMSO as oxidant under ambient conditions in dimethyl carbonate

W. Ge and Y. Wei, Green Chem., 2012, 14, 2066 DOI: 10.1039/C2GC35337G

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