Cyano-Fluorosulfonylation of Unactivated Alkenes by Photoredox and Copper Dual Catalysis

Both fluorosulfonyl and cyano groups are important structural motifs in bioactive molecules. Herein, we report a new difunctionalization reaction of alkenes based on fluorosulfonyl radicals, which allows for the introduction of the fluorosulfonyl and cyano groups into unactivated alkenes in one step. This transformation is enabled by merging photoredox and copper catalysis, featuring visible light catalysis, mild conditions, and good functional group tolerance. Further transformation of products via SuFEx reactions is also demonstrated.

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Publication Details

Journal
Organic Letters
Published
2024-10-16
DOI
https://doi.org/10.1021/acs.orglett.4c03495
Citations
4
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
1.00

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article

Cyano-Fluorosulfonylation of Unactivated Alkenes by Photoredox and Copper Dual Catalysis

Rongbiao Wei, Yao Huang, Oleg I. Afanasyev, Saihu Liao et al.
4 citations
Organic Letters
Sulfur-Based Synthesis Techniques
1.00
article

Cyano-Fluorosulfonylation of Unactivated Alkenes by Photoredox and Copper Dual Catalysis

Rongbiao Wei, Yao Huang, Oleg I. Afanasyev, Saihu Liao, Yuanming Li, Denis Chusov
article en
4 citations

Abstract

Both fluorosulfonyl and cyano groups are important structural motifs in bioactive molecules. Herein, we report a new difunctionalization reaction of alkenes based on fluorosulfonyl radicals, which allows for the introduction of the fluorosulfonyl and cyano groups into unactivated alkenes in one step. This transformation is enabled by merging photoredox and copper catalysis, featuring visible light catalysis, mild conditions, and good functional group tolerance. Further transformation of products via SuFEx reactions is also demonstrated.

Organic LettersVol. 26(42)
Xiamen University (CN), A. N. Nesmeyanov Institute of Organoelement Compounds (RU), Fuzhou University (CN)
National Natural Science Foundation of China, Russian Science Foundation, Fuzhou University, Xiamen University, Recruitment Program of Global Experts
Clean water and sanitation
Openalex Percentile: Top 27%
Sulfur-Based Synthesis Techniques
1.00
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Cyano-Fluorosulfonylation of Unactivated Alkenes by Photoredox and Copper Dual Catalysis — Rongbiao Wei, Yao Huang, et al. · Organic Letters (2024) | TGRS Research Map | TGRS