Photoredox-CatalyzedAllylic C–H Fluorosulfonylationof Alkenes: Accessing Allyl Sulfonyl Fluorides

This study reported a novel and unprecedented photoredox-catalyzed protocol for direct allylic C–H fluorosulfonylation of alkenes with FABI. This mild protocol exhibited excellent compatibility with various functional groups, broad substrate scope, and promising scalability, enabling convenient access to a wide range of allyl sulfonyl fluorides with exceptional regioselectivity. The synthetic robustness of this strategy was further demonstrated by the late-stage functionalization of natural products and their ligation with other drugs via SuFEx chemistry.

Publication Details

Journal
Figshare
Published
2025-02-06
DOI
https://doi.org/10.1021/acs.orglett.5c00015.s001
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
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Photoredox-CatalyzedAllylic C–H Fluorosulfonylationof Alkenes: Accessing Allyl Sulfonyl Fluorides

Figshare
Sulfur-Based Synthesis Techniques
article

Photoredox-CatalyzedAllylic C–H Fluorosulfonylationof Alkenes: Accessing Allyl Sulfonyl Fluorides

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Abstract

This study reported a novel and unprecedented photoredox-catalyzed protocol for direct allylic C–H fluorosulfonylation of alkenes with FABI. This mild protocol exhibited excellent compatibility with various functional groups, broad substrate scope, and promising scalability, enabling convenient access to a wide range of allyl sulfonyl fluorides with exceptional regioselectivity. The synthetic robustness of this strategy was further demonstrated by the late-stage functionalization of natural products and their ligation with other drugs via SuFEx chemistry.

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Sulfur-Based Synthesis Techniques
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Photoredox-CatalyzedAllylic C–H Fluorosulfonylationof Alkenes: Accessing Allyl Sulfonyl Fluorides · Figshare (2025) | TGRS Research Map | TGRS