Photoredox Nickel-CatalyzedCoupling/ControllableDefluorination: Access to α‑Fluoroarylacetic Amides andAcetates

Herein, an electron donor–acceptor complex (EDA)-enabled photoredox nickel-catalyzed coupling/controllable defluorination domino sequence has been successfully developed, providing an efficient route to a series of α-fluoroarylacetic esters and amides. This methodology accommodates a diverse array of commercially available aryl bromides and chlorodifluoroaryl carboxylic acid derivatives as suitable substrates. Preliminary mechanistic investigations suggest that the reaction is initiated by photoinduced EDA-enabled/nickel-catalyzed direct cross-electrophile coupling, with further defluorination proceeding through the generation of EDA complexes, facilitating a controllable reductive defluorination process.

Publication Details

Journal
Figshare
Published
2025-03-13
DOI
https://doi.org/10.1021/acs.orglett.5c00526.s001
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00
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Photoredox Nickel-CatalyzedCoupling/ControllableDefluorination: Access to α‑Fluoroarylacetic Amides andAcetates

Figshare
Fluorine in Organic Chemistry
article

Photoredox Nickel-CatalyzedCoupling/ControllableDefluorination: Access to α‑Fluoroarylacetic Amides andAcetates

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Abstract

Herein, an electron donor–acceptor complex (EDA)-enabled photoredox nickel-catalyzed coupling/controllable defluorination domino sequence has been successfully developed, providing an efficient route to a series of α-fluoroarylacetic esters and amides. This methodology accommodates a diverse array of commercially available aryl bromides and chlorodifluoroaryl carboxylic acid derivatives as suitable substrates. Preliminary mechanistic investigations suggest that the reaction is initiated by photoinduced EDA-enabled/nickel-catalyzed direct cross-electrophile coupling, with further defluorination proceeding through the generation of EDA complexes, facilitating a controllable reductive defluorination process.

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Fluorine in Organic Chemistry
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Photoredox Nickel-CatalyzedCoupling/ControllableDefluorination: Access to α‑Fluoroarylacetic Amides andAcetates · Figshare (2025) | TGRS Research Map | TGRS