Issue 9, 2016

DMSO/iodine-catalyzed oxidative C–Se/C–S bond formation: a regioselective synthesis of unsymmetrical chalcogenides with nitrogen- or oxygen-containing arenes

Abstract

A convenient metal-free and solvent-free iodine-catalyzed regioselective greener protocol to access different types of unsymmetrical chalcogenides with nitrogen- or oxygen-containing arenes through oxidative C–Se/C–S formation via direct C(sp2)–H bond activation was developed. The products were obtained in good to excellent yields using [O or N]-containing arenes, half equiv. of various odorless diorganyl dichalcogenides (S/Se), iodine (20 mol%) as the catalyst and 3 equiv. of DMSO as the oxidant, applying MW irradiation for 10 min.

Graphical abstract: DMSO/iodine-catalyzed oxidative C–Se/C–S bond formation: a regioselective synthesis of unsymmetrical chalcogenides with nitrogen- or oxygen-containing arenes

Supplementary files

Article information

Article type
Paper
Submitted
08 Sep 2015
Accepted
09 Nov 2015
First published
13 Nov 2015

Catal. Sci. Technol., 2016,6, 3087-3098

Author version available

DMSO/iodine-catalyzed oxidative C–Se/C–S bond formation: a regioselective synthesis of unsymmetrical chalcogenides with nitrogen- or oxygen-containing arenes

S. Saba, J. Rafique and A. L. Braga, Catal. Sci. Technol., 2016, 6, 3087 DOI: 10.1039/C5CY01503K

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