Issue 3, 2016

A copper(i)-catalyzed three-component reaction of triethoxysilanes, sulfur dioxide, and alkyl halides

Abstract

A copper(I)-catalyzed three-component reaction of triethoxysilanes, DABCO·(SO2)2, and alkyl halides is reported for the first time. This transformation provides a convenient and facile route to sulfones under ligand-free conditions catalyzed by copper(I) oxide. The insertion of sulfur dioxide is efficient, and both triethoxyarylsilanes and triethoxyalkylsilanes are practicable during the coupling process. A plausible mechanism is proposed, supported by theoretical calculations.

Graphical abstract: A copper(i)-catalyzed three-component reaction of triethoxysilanes, sulfur dioxide, and alkyl halides

Supplementary files

Article information

Article type
Research Article
Submitted
25 Nov 2015
Accepted
18 Jan 2016
First published
18 Jan 2016

Org. Chem. Front., 2016,3, 359-363

A copper(I)-catalyzed three-component reaction of triethoxysilanes, sulfur dioxide, and alkyl halides

D. Zheng, R. Mao, Z. Li and J. Wu, Org. Chem. Front., 2016, 3, 359 DOI: 10.1039/C5QO00399G

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