A Light-Promoted Innate Trifluoromethylation of Pyridones and Related N -Heteroarenes.
Ashley Dang-NguyenKristine C LegaspiConnor T McCartyDiane K SmithJeffery L GustafsonPublished in: Organic letters (2023)
We report a practical, light-mediated perfluoroalkylation using Langlois' reagent (sodium trifluoromethylsulfinate) that proceeds in the absence of any photocatalyst or additives. This method has allowed for the facile functionalization of pyridones and related N -heteroarenes such as azaindole. This protocol is operationally simple, uses readily available materials, and is tolerable for electron-neutral and -rich functional pyridones. Cyclic voltammetry was utilized as a mechanistic probe, and preliminary data suggest the reaction may involve an electrophilic radical mechanism.