4.7 Article

Metal-free photocatalytic intermolecular trifluoromethylation-gem-difluoroallylation of unactivated alkenes

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 9, Issue 18, Pages 4867-4874

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2qo00764a

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Funding

  1. National Natural Science Foundation of China [21901175]

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An efficient and transition-metal-free photocatalytic trifluoromethylation-gem-difluoroallylation reaction of unactivated alkenes has been developed. This protocol utilizes manageable Langlois' reagent as the CF3 radical source and alpha-trifluoromethyl alkene as the gem-difluoroalkenyl source in the presence of Fukuzumi acridinium salts as a photocatalyst. The reaction proceeds under mild conditions and provides diverse trifluoromethyl-substituted gem-difluoroalkenes in moderate to good yields.
An efficient, transition-metal-free, photocatalytic three-component trifluoromethylation-gem-difluoroallylation of unactivated alkenes has been achieved. This developed protocol employs the manageable Langlois' reagent (NaSO2CF3) as the CF3 radical source and alpha-trifluoromethyl alkene as the gem-difluoroalkenyl source in the presence of Fukuzumi acridinium salts as a photocatalyst. The transformation proceeds under mild reaction conditions with a variety of compatible alkenes and provides diverse trifluoromethyl-substituted gem-difluoroalkenes in moderate to good yields.

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