Photocatalytic Synthesis of α-Fluoro-β-sulfonyl Carbonyl Compounds Using Nucleophilic Fluorine Sources

Herein, we report a photocatalytic synthesis of α-fluoro-β-sulfonyl carbonyl compounds using nucleophilic fluorine sources under photo redox-neutral conditions. The key to this transformation is the generation of α-carbonyl carbocations via single-electron oxidation of β-sulfonyl-α-carbonyl radicals, which are formed through regioselective sulfonyl radical addition to α,β-unsaturated carbonyl compounds. This method offers efficient and general access to structurally diverse α-fluorinated carbonyl building blocks, expanding the synthetic toolbox for fluorinated molecule construction.

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Publication Details

Journal
Organic Letters
Published
2026-02-09
DOI
https://doi.org/10.1021/acs.orglett.6c00354
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
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article

Photocatalytic Synthesis of α-Fluoro-β-sulfonyl Carbonyl Compounds Using Nucleophilic Fluorine Sources

Shu-hui Lei, Jie Gong, Yan-Biao Kang, Fang Wang
Organic Letters
Fluorine in Organic Chemistry
article

Photocatalytic Synthesis of α-Fluoro-β-sulfonyl Carbonyl Compounds Using Nucleophilic Fluorine Sources

Shu-hui Lei, Jie Gong, Yan-Biao Kang, Fang Wang
article en

Abstract

Herein, we report a photocatalytic synthesis of α-fluoro-β-sulfonyl carbonyl compounds using nucleophilic fluorine sources under photo redox-neutral conditions. The key to this transformation is the generation of α-carbonyl carbocations via single-electron oxidation of β-sulfonyl-α-carbonyl radicals, which are formed through regioselective sulfonyl radical addition to α,β-unsaturated carbonyl compounds. This method offers efficient and general access to structurally diverse α-fluorinated carbonyl building blocks, expanding the synthetic toolbox for fluorinated molecule construction.

Organic LettersVol. 28(7)
University of Science and Technology of China (CN), Nanjing Tech University (CN)
Openalex Percentile: Top 60%
Fluorine in Organic Chemistry
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