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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Photoredox Nickel-Catalyzed Coupling/Controllable Defluorination: Access to α-Fluoroarylacetic Amides and Acetates.
Org Lett
March 2025
College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China.
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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College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China.
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