Tetralone Formation through Visible-Light-Driven Photocyclization of Aryl Sulfoxonium Ylides with Unactivated Alkenes

Herein, we report a visible-light-driven photoredox [4+2] cycloaddition of sulfoxonium ylides with alkenes for the modular assembly of value-added γ-substituted tetralone scaffolds under mild and metal-free conditions. This protocol exhibits an extremely broad functional group tolerance and good selectivity. Mechanistic investigations suggest the involvement of sulfoxonium ylide radical cations and the 1,4-hydride shift process in this photochemical system.

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Publication Details

Journal
Organic Letters
Published
2025-08-12
DOI
https://doi.org/10.1021/acs.orglett.5c02937
Citations
6
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
5.62

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article

Tetralone Formation through Visible-Light-Driven Photocyclization of Aryl Sulfoxonium Ylides with Unactivated Alkenes

Zihao Li, Xiaochen Ji, Ning Xian, Huawen Huang et al.
6 citations
Organic Letters
Radical Photochemical Reactions
5.62
article

Tetralone Formation through Visible-Light-Driven Photocyclization of Aryl Sulfoxonium Ylides with Unactivated Alkenes

Zihao Li, Xiaochen Ji, Ning Xian, Huawen Huang, Lei Xiao, Jiang Yin
article en
6 citations

Abstract

Herein, we report a visible-light-driven photoredox [4+2] cycloaddition of sulfoxonium ylides with alkenes for the modular assembly of value-added γ-substituted tetralone scaffolds under mild and metal-free conditions. This protocol exhibits an extremely broad functional group tolerance and good selectivity. Mechanistic investigations suggest the involvement of sulfoxonium ylide radical cations and the 1,4-hydride shift process in this photochemical system.

Organic LettersVol. 27(33)
Xiangtan University (CN), Henan Normal University (CN)
Education Department of Hunan Province, National Natural Science Foundation of China
Clean water and sanitation
Openalex Percentile: Top 4%
Radical Photochemical Reactions
5.62
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