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光氧化还原催化碘化烷基、二氧化硫和缺电子烯烃的磺酰化反应。

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

机构信息

Institute for Advanced Studies, Taizhou University, 1139 Shifu Avenue, Taizhou 318000, China.

出版信息

Chem Commun (Camb). 2019 Feb 14;55(15):2214-2217. doi: 10.1039/c9cc00347a.

DOI:10.1039/c9cc00347a
PMID:30702736
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.

摘要

在温和条件下,实现了光氧化还原催化的碘化烷基、二氧化硫和缺电子烯烃的磺酰化反应。该反应在可见光照条件下,通过光氧化还原催化剂原位生成的烷基自由基,从碘化烷基中进行。烷基自由基中间体与二氧化硫反应生成烷基磺酰基自由基,后者被缺电子烯烃捕获,生成烷基砜。在光氧化还原条件下,各种官能团包括硝基、卤代、乙酰基、磺酰基和吡啶基都可以耐受。

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