Visible-Light-Induced Palladium-Catalyzed Intermolecular Narasaka–Heck Reaction at Room Temperature
Liyan Feng, Lin Guo, Chao Yang, Jia Zhou, Wujiong Xia
Abstract
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 β-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.
Topics & Concepts
ChemistryPalladiumHeck reactionCatalysisAlkylDominoIntermolecular forcePhotochemistryCoupling reactionOximeOrganic chemistryMoleculeCatalytic Cross-Coupling ReactionsRadical Photochemical ReactionsCatalytic C–H Functionalization Methods