Photoinduced Copper‐Mediated Difluoroalkylation of Arylsulfonium Salts with XCF<sub>2</sub>COR

Photoredox fluoroalkylation has emerged as a powerful method and have unlocked new possibilities in organic chemistry. In this work, the green-light-induced copper-mediated difluoroalkylation of arylsulfonium salts with different XCF<sub>2</sub>COR reagents is described. The reaction proceeded smoothly at ambient temperature under mild conditions and allowed the formation of a variety of difluoroalkylated arenes in good yields. The photocatalyst, visible-light, and Cu(I) salt played a synergetic role in the reduction of arylsulfonium salt and XCF<sub>2</sub>COR to the respective radical intermediates. This metallophotoredox protocol was applicable to the late-stage difluoroalkylation of multifunctionalized bioactive molecules, offering opportunities to the discovery of new medicinal agents. The transformation showed advantages of mildness, simple operation, good functional group tolerance, a wide range of substrates, and excellent regioselectivity, which provided an interesting alternative to other difluoroalkylation reactions in terms of structural diversity, selectivity, and availability by the application of arylsulfonium platforms.

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Publication Details

Journal
Chemistry - An Asian Journal
Published
2025-04-21
DOI
https://doi.org/10.1002/asia.202500331
Citations
4
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
3.16

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article

Photoinduced Copper‐Mediated Difluoroalkylation of Arylsulfonium Salts with XCF2COR

Xiaotao Ding, Yan‐Hao Wang, Cheng‐Pan Zhang, Xia Fang
4 citations
Chemistry - An Asian Journal
Fluorine in Organic Chemistry
3.16
article

Photoinduced Copper‐Mediated Difluoroalkylation of Arylsulfonium Salts with XCF2COR

Xiaotao Ding, Yan‐Hao Wang, Cheng‐Pan Zhang, Xia Fang
article en
4 citations

Abstract

Photoredox fluoroalkylation has emerged as a powerful method and have unlocked new possibilities in organic chemistry. In this work, the green-light-induced copper-mediated difluoroalkylation of arylsulfonium salts with different XCF<sub>2</sub>COR reagents is described. The reaction proceeded smoothly at ambient temperature under mild conditions and allowed the formation of a variety of difluoroalkylated arenes in good yields. The photocatalyst, visible-light, and Cu(I) salt played a synergetic role in the reduction of arylsulfonium salt and XCF<sub>2</sub>COR to the respective radical intermediates. This metallophotoredox protocol was applicable to the late-stage difluoroalkylation of multifunctionalized bioactive molecules, offering opportunities to the discovery of new medicinal agents. The transformation showed advantages of mildness, simple operation, good functional group tolerance, a wide range of substrates, and excellent regioselectivity, which provided an interesting alternative to other difluoroalkylation reactions in terms of structural diversity, selectivity, and availability by the application of arylsulfonium platforms.

Chemistry - An Asian JournalVol. 20(13)
Wuhan University of Technology (CN)
Natural Science Foundation of Hubei Province, Wuhan University, Wuhan University of Technology
Openalex Percentile: Top 9%
Fluorine in Organic Chemistry
3.16
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Photoinduced Copper‐Mediated Difluoroalkylation of Arylsulfonium Salts with XCF<sub>2</sub>COR — Xiaotao Ding, Yan‐Hao Wang, et al. · Chemistry - An Asian Journal (2025) | TGRS Research Map | TGRS