Pentafluoroethyl Sulfoximine Reagent for the Photocatalytic Pentafluoroethylation–Difunctionalization of Styrene Derivatives

We herein describe the synthesis of a pentafluoroethyl sulfoximine and its application in the pentafluoroethylation-difunctionalization of styrene derivatives. This sulfoximine reagent acts as a source of pentafluoroethyl radical to react with styrenes under mild photocatalytic conditions. By using simple nucleophiles, the pentafluoroethyl group can be introduced to styrenes with concomitant formation of C-O/C-N/C-S/C-C bonds, which significantly broadens the difunctionalization scope involving pentafluoroethylation compared to previous copper-based methods.

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Publication Details

Journal
Organic Letters
Published
2026-01-21
DOI
https://doi.org/10.1021/acs.orglett.5c05212
Primary Topic
Fluorine in Organic Chemistry
Type
article
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article

Pentafluoroethyl Sulfoximine Reagent for the Photocatalytic Pentafluoroethylation–Difunctionalization of Styrene Derivatives

Guillaume Dagousset, Bruce Pégot, Lu Lin, Emmanuel Magnier et al.
Organic Letters
Fluorine in Organic Chemistry
article

Pentafluoroethyl Sulfoximine Reagent for the Photocatalytic Pentafluoroethylation–Difunctionalization of Styrene Derivatives

Guillaume Dagousset, Bruce Pégot, Lu Lin, Emmanuel Magnier, Gavin Chit Tsui, Gabriel Goujon, Elsa Anselmi
article en

Abstract

We herein describe the synthesis of a pentafluoroethyl sulfoximine and its application in the pentafluoroethylation-difunctionalization of styrene derivatives. This sulfoximine reagent acts as a source of pentafluoroethyl radical to react with styrenes under mild photocatalytic conditions. By using simple nucleophiles, the pentafluoroethyl group can be introduced to styrenes with concomitant formation of C-O/C-N/C-S/C-C bonds, which significantly broadens the difunctionalization scope involving pentafluoroethylation compared to previous copper-based methods.

Organic LettersVol. 28(5)
Université de Tours (FR), Centre National de la Recherche Scientifique (FR), Chinese University of Hong Kong (HK), Université de Versailles Saint-Quentin-en-Yvelines (FR), Université Paris-Saclay (FR), State Key Laboratory of Synthetic Chemistry (CN), Institut Lavoisier de Versailles (FR)
Clean water and sanitation
Openalex Percentile: Top 82%
Fluorine in Organic Chemistry
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