Visible-Light-Induced Stereoselective Radical 1,3-Iodosulfonylation of Methylenecyclopropanes

Abstract We report herein a visible-light-promoted strain-release-enabled regio- and stereoselective radical 1,3-iodosulfonylation protocol for the synthesis of alkyl iodide-containing alkenyl sulfone compounds. The use of unactivated methylenecyclopropanes (MCPs) as radical acceptors was crucial for the present cascade radical difunctionalization process via a formal C–C bond cleavage under ambient temperature and transition-metal-free reaction conditions.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-09-24
DOI
https://doi.org/10.1021/acs.joc.6c01846
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
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article

Visible-Light-Induced Stereoselective Radical 1,3-Iodosulfonylation of Methylenecyclopropanes

Lanqin Liu, Shaoqun Zhu, Jie Huang, Zijie Zhang et al.
The Journal of Organic Chemistry
Sulfur-Based Synthesis Techniques
article

Visible-Light-Induced Stereoselective Radical 1,3-Iodosulfonylation of Methylenecyclopropanes

Lanqin Liu, Shaoqun Zhu, Jie Huang, Zijie Zhang, Yiqi Yan, Yujie Zhi
article en

Abstract

Abstract We report herein a visible-light-promoted strain-release-enabled regio- and stereoselective radical 1,3-iodosulfonylation protocol for the synthesis of alkyl iodide-containing alkenyl sulfone compounds. The use of unactivated methylenecyclopropanes (MCPs) as radical acceptors was crucial for the present cascade radical difunctionalization process via a formal C–C bond cleavage under ambient temperature and transition-metal-free reaction conditions.

The Journal of Organic Chemistry
Yangzhou University (CN)
Openalex Percentile: Top 22%
Sulfur-Based Synthesis Techniques
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