Sulfoxonium ylides as carbon radical precursors in three-component carbohalogenation of alkenes

Herein, we developed a novel visible-light-induced photoredox platform for general three-component difunctionalization of alkenes with aqueous sulfoxonium ylides as carbon radical precursors. This reaction utilizes various alkenes as substrates and employs cost-effective, non-toxic metal salts as halogen donors. The process proceeds under mild aqueous conditions without requiring acid or base additives, offering a simple and environmentally benign strategy for the synthesis of structurally diverse C(sp<sup>3</sup>)-rich organic halides with excellent chemo- and regioselectivity profiles.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc02855h
Citations
8
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
6.33
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article

Sulfoxonium ylides as carbon radical precursors in three-component carbohalogenation of alkenes

Xiaochen Ji, Ning Xian, Huawen Huang, Jiang Yin
8 citations
Chemical Communications
Fluorine in Organic Chemistry
6.33
article

Sulfoxonium ylides as carbon radical precursors in three-component carbohalogenation of alkenes

Xiaochen Ji, Ning Xian, Huawen Huang, Jiang Yin
article en
8 citations

Abstract

Herein, we developed a novel visible-light-induced photoredox platform for general three-component difunctionalization of alkenes with aqueous sulfoxonium ylides as carbon radical precursors. This reaction utilizes various alkenes as substrates and employs cost-effective, non-toxic metal salts as halogen donors. The process proceeds under mild aqueous conditions without requiring acid or base additives, offering a simple and environmentally benign strategy for the synthesis of structurally diverse C(sp<sup>3</sup>)-rich organic halides with excellent chemo- and regioselectivity profiles.

Chemical CommunicationsVol. 61(67)
Xiangtan University (CN)
Openalex Percentile: Top 3%
Fluorine in Organic Chemistry
6.33
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