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Chinese Journal of Organic Chemistry >

0 604031 - 604031

DOI: https://doi.org/10.6023/cjoc202604031

ARTICLE

Aliphatic Sulfonyl Fluoride Synthesis via Fluoroalkylfluorosulfonylation of Unactivated Olefins under Photoredox and Palladium Dual Catalysis

  • Yingying Peng ,
  • Chaoyi Zhang ,
  • Xiong Wu ,
  • Ren Liu ,
  • Wan Pang ,
  • Xiaoyu Ma ,
  • Chao Liu
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  • Faculty of Chemical and Energy Technology and Shanghai Engineering Research Center of Green Fluoropharmaceutical Technology, Shanghai Institute of Technology, Shanghai 201418, People' s Republic of China

Received date: 2026-04-22

  Revised date: 2026-05-13

  Online published: 2026-06-11

Supported by

National Natural Science Foundation of China (No. 22471172).

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Abstract

Both fluoroalkyl and fluorosulfonyl groups are important structural motifs in bioactive molecules and valuable functional units in synthetic chemistry. Herein, we report a photoredox- and palladium-dual-catalyzed fluoroalkylfluorosulfonylation of unactivated olefins using aryl trifluoromethyl compounds as fluoroalkyl radical precursors, 1,4-diazabicyclo[2.2.2]octane-bis(sulfur dioxide) adduct (DABSO) as the sulfur dioxide source, and N-fluorobenzenesulfonimide (NFSI) as the fluorine source via radical sulfur dioxide insertion and fluorination strategy. This transformation enables the simultaneous installation of fluoroalkyl and fluorosulfonyl groups across carbon-carbon double bonds in a single step, thus providing an efficient and concise approach to structurally diverse aliphatic sulfonyl fluorides. The reaction proceeds under mild conditions and exhibits good functional-group tolerance. Furthermore, the resulting sulfonyl fluoride products can be readily transformed into valuable compounds through SuFEx reactions.

Key words： fluoroalkylfluorosulfonylation; sulfonyl fluorides; alkene difunctionalization; photoredox/palladium dual catalysis

Cite this article

Yingying Peng , Chaoyi Zhang , Xiong Wu , Ren Liu , Wan Pang , Xiaoyu Ma , Chao Liu . Aliphatic Sulfonyl Fluoride Synthesis via Fluoroalkylfluorosulfonylation of Unactivated Olefins under Photoredox and Palladium Dual Catalysis[J]. Chinese Journal of Organic Chemistry, 0 : 604031 -604031 . DOI: 10.6023/cjoc202604031

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