Dual Photoredox/Palladium-Catalyzed C-H Acylation of 2-Arylpyridines with Oxime Esters

An unprecedented dual photoredox/palladium-catalyzed iminyl-radical-mediated C-C bond cleavage and directed ortho C-H acylation of 2-arylpyridines by using oxime esters is described. Oxime esters can serve as efficient acyl sources through formation of the corresponding acyl radicals by photoredox-catalyzed iminyl-radical-mediated C-C bond cleavage. This redox-neutral protocol features excellent regioselectivity, a broad substrate scope, and good functional-group tolerance with respect to both components, giving a broad range of aryl ketones with generally good yields.

Automated summary

An unprecedented dual photoredox/palladium-catalyzed reaction using oxime esters for C-C bond cleavage and directed ortho C-H acylation of 2-arylpyridines has been described. This redox-neutral protocol demonstrates excellent regioselectivity, broad substrate scope, and good functional-group tolerance, resulting in a range of aryl ketones with generally good yields.