Visible-Light-Induced Palladium-Catalyzed Intermolecular Narasaka-Heck Reaction at Room Temperature

A palladium-catalyzed Narasaka-Heck reaction by a domino cross-coupling reaction with aromatic alkenes under blue LED irradiation at room temperature was developed. The undesired beta-hydride elimination of the hybrid alkyl palladium radical species was prohibited, enabling a broad range of oxime esters to undergo 5-exo cyclization and subsequent coupling with olefins. The practicality of the method was well illustrated by the construction of a nitrogen bridgehead tricycle as a core skeleton of alkaloids.