Photoredox Polyfluoroarylation of Alkyl Halides via Halogen Atom Transfer.

Polyfluoroarene moieties are of interest in medicinal chemistry, agrochemicals, and material sciences. Herein, we present the first polyfluoroarylation of unactivated alkyl halides via a halogen atom transfer process. This method converts primary, secondary, and tertiary alkyl halides into the respective polyfluoroaryl compounds in good yields in the presence of amide, carbamate, ester, aromatic, and sulfonamide moieties, including derivatives of complex bioactive molecules. Mechanistic work revealed that this transformation proceeds through an alkyl radical generated after the halogen atom transfer.

Citation

Ben Niu, Krishnakumar Sachidanandan, Bryan G Blackburn, Maria Victoria Cooke, Sébastien Laulhé. Photoredox Polyfluoroarylation of Alkyl Halides via Halogen Atom Transfer. Organic letters. 2022 Jan 28;24(3):916-920

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PMID: 35023751

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