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Development of an efficient process that employs commercially available and cost effective reagents for the synthesis of perfluoroalkoxylated aromatic compounds (Ar-OR F ) remains a daunting challenge in organic synthesis. Herein, we report the first catalytic protocol using readily available perfluoroalkyl iodides (R F I) and N -(hetero)aryl- N -hydroxylamides to access a wide range of perfluoroalkoxylated (hetero)arenes. Mild reaction conditions allow for selective O-R F bond formation over a broad substrate scope and are tolerant of a wide variety of functional groups. Mechanistic studies suggest the formation and recombination of persistent N -hydroxyl radicals and transient R  F radicals under photocatalytic reaction conditions to generate N-OR F compounds that rearrange to afford the desired products.

Selective C–O bond formation via a photocatalytic radical coupling strategy: access to perfluoroalkoxylated (ORF) arenes and heteroarenes

Selective C–O bond formation via a photocatalytic radical coupling strategy: access to perfluoroalkoxylated (OR_F) arenes and heteroarenes