Bromodifluoromethyl Phenoxathiinium Salt: A Practical and Competent Reagent Enabling Visible-Light-Promoted Bromodifluoromethylation of C(sp<sup>3</sup>)–H and Alkenes

A novel bromodifluoromethyl phenoxathiinium salt (BrF<sub>2</sub>C-PXT<sup>+</sup>) is reported as an exceptionally reactive and versatile bromodifluoromethylating reagent, demonstrating unprecedented photoredox-catalyzed C(sp<sup>3</sup>)-H bromodifluoromethylation and EDA-mediated hydrobromodifluoromethylation of alkenes under mild visible-light irradiation with high efficiency, a broad substrate scope, and good functional group tolerance. Furthermore, the late-stage bromodifluoromethylative modification of a series of bioactive compounds was also explored. This innovative BrF<sub>2</sub>C-PXT<sup>+</sup> is a promising platform reagent for creating a variety of valuable bromodifluoromethylated architectures.

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Publication Details

Journal
Organic Letters
Published
2025-07-20
DOI
https://doi.org/10.1021/acs.orglett.5c02262
Citations
1
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.79

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article

Bromodifluoromethyl Phenoxathiinium Salt: A Practical and Competent Reagent Enabling Visible-Light-Promoted Bromodifluoromethylation of C(sp3)–H and Alkenes

Guo‐Kai Liu, Ya-Ru Feng, Hongrui Li, Hong‐Xin Long et al.
1 citations
Organic Letters
Fluorine in Organic Chemistry
0.79
article

Bromodifluoromethyl Phenoxathiinium Salt: A Practical and Competent Reagent Enabling Visible-Light-Promoted Bromodifluoromethylation of C(sp3)–H and Alkenes

Guo‐Kai Liu, Ya-Ru Feng, Hongrui Li, Hong‐Xin Long, Mei-Feng Ruan
article en
1 citations

Abstract

A novel bromodifluoromethyl phenoxathiinium salt (BrF<sub>2</sub>C-PXT<sup>+</sup>) is reported as an exceptionally reactive and versatile bromodifluoromethylating reagent, demonstrating unprecedented photoredox-catalyzed C(sp<sup>3</sup>)-H bromodifluoromethylation and EDA-mediated hydrobromodifluoromethylation of alkenes under mild visible-light irradiation with high efficiency, a broad substrate scope, and good functional group tolerance. Furthermore, the late-stage bromodifluoromethylative modification of a series of bioactive compounds was also explored. This innovative BrF<sub>2</sub>C-PXT<sup>+</sup> is a promising platform reagent for creating a variety of valuable bromodifluoromethylated architectures.

Organic LettersVol. 27(30)
Shenzhen University (CN), Southern University of Science and Technology (CN), Shenzhen University Health Science Center (CN)
Basic and Applied Basic Research Foundation of Guangdong Province
Openalex Percentile: Top 25%
Fluorine in Organic Chemistry
0.79
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