Issue 15, 2019

Photoredox-catalyzed sulfonylation of alkyl iodides, sulfur dioxide, and electron-deficient alkenes

Abstract

A photoredox-catalyzed sulfonylation of alkyl iodides, sulfur dioxide, and electron-deficient alkenes under mild conditions is achieved. This reaction proceeds through alkyl radicals formed in situ from alkyl iodides under visible light irradiation in the presence of a photoredox catalyst. The alkyl radical intermediates would react with sulfur dioxide leading to alkylsulfonyl radicals, which would be trapped by electron-deficient alkenes giving rise to alkyl sulfones. Various functional groups including nitro, halo, acetyl, sufonyl, and pyridinyl are all tolerated under the photoredox conditions.

Graphical abstract: Photoredox-catalyzed sulfonylation of alkyl iodides, sulfur dioxide, and electron-deficient alkenes

Supplementary files

Article information

Article type
Communication
Submitted
15 jan 2019
Accepted
25 jan 2019
First published
25 jan 2019

Chem. Commun., 2019,55, 2214-2217

Photoredox-catalyzed sulfonylation of alkyl iodides, sulfur dioxide, and electron-deficient alkenes

S. Ye, D. Zheng, J. Wu and G. Qiu, Chem. Commun., 2019, 55, 2214 DOI: 10.1039/C9CC00347A

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