Photoredox/Nickel Dual-Catalyzed Regioselective Allylic Arylations of Allyl Trifluoroborates with Aryl Halides
Peizhuo Lv, Ali Wang, Xin Xie, Yulong Chen, Yuanhong Liu
Abstract
An efficient photoredox/nickel dual-catalyzed coupling of allyl trifluoroborates with aryl halides has been developed, which provides an attractive route to diverse-substituted allylic benzenes. The method offers several advantages, such as high efficiency and regioselectivity, mild reaction conditions, wide substrate scope, and functional group compatibility. Mechanistic studies suggest that a π-allyl nickel(III) intermediate generated via the addition of an allyl radical to nickel species is possibly formed as a key reaction intermediate.
Topics & Concepts
RegioselectivityChemistryAllylic rearrangementArylCatalysisNickelHalideCombinatorial chemistryDual roleFunctional groupMedicinal chemistryOrganic chemistryAlkylPolymerRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods