Construction of β-Hydroxysulfones via a Photoinduced Four-Component Reaction

A photoinduced radical difunctionalization of alkenes with Na 2 S 2 O 5, aryl thianthrenium salts, and H 2 O to construct β-hydroxysulfones is reported. The reaction proceeds under mild conditions with a broad substrate scope and excellent functional group compatibility, including late-stage modification of drug-like molecules. EPR studies support a radical pathway involving visible-light-induced generation of the aryl radical from thianthrenium salt followed by sulfur dioxide insertion to form the sulfonyl radical intermediate.

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Publication Details

Journal
Organic Letters
Published
2026-07-01
DOI
https://doi.org/10.1021/acs.orglett.6c02473
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
0.00

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article

Construction of β-Hydroxysulfones via a Photoinduced Four-Component Reaction

Liang‐Qiu Lu, Q Li, Wen‐Jing Xiao, Yue-Liu-Ting Fu et al.
Organic Letters
Sulfur-Based Synthesis Techniques
article

Construction of β-Hydroxysulfones via a Photoinduced Four-Component Reaction

Liang‐Qiu Lu, Q Li, Wen‐Jing Xiao, Yue-Liu-Ting Fu, Caixian Yan, Qiaowen Chang, Yu-Xuan Ni, Xuehan Yu, Ying Cheng
article en

Abstract

A photoinduced radical difunctionalization of alkenes with Na 2 S 2 O 5, aryl thianthrenium salts, and H 2 O to construct β-hydroxysulfones is reported. The reaction proceeds under mild conditions with a broad substrate scope and excellent functional group compatibility, including late-stage modification of drug-like molecules. EPR studies support a radical pathway involving visible-light-induced generation of the aryl radical from thianthrenium salt followed by sulfur dioxide insertion to form the sulfonyl radical intermediate.

Organic Letters
Central China Normal University (CN), Shanghai Institute of Organic Chemistry (CN), Kunming Institute of Precious Metals (CN), State Key Laboratory of Organometallic Chemistry, Wuhan Institute of Technology (CN)
National Natural Science Foundation of China, National Key Research and Development Program of China
Clean water and sanitation
Openalex Percentile: Top 14%
Sulfur-Based Synthesis Techniques
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Construction of β-Hydroxysulfones via a Photoinduced Four-Component Reaction — Liang‐Qiu Lu, Q Li, et al. · Organic Letters (2026) | TGRS Research Map | TGRS