Three-Component Cross-Electrophile 1,4-Alkylarylation of 1,3-Enynes by Merging Nickel and Photoredox Catalysis
Quanyuan Wang, Ya Chen, Keyi Peng, Yue Li, Lilei Cheng, Guo‐Jun Deng
Abstract
A three-component 1,4-alkylarylation of 1,3-enynes with organic halides through the combination of nickel and photoredox catalysis has been established, providing a novel and modular approach for the assembly of tetrasubstituted allenes. This reductive cascade cross-electrophile reaction obviates the need for air-sensitive organometallic reagents and stoichiometric metallic reductants. A diverse range of functional groups are very compatible under mild reaction conditions and give satisfactory yields. Moreover, a reasonable mechanism is presented according to a series of control experiments.
Topics & Concepts
ChemistryElectrophileReagentCatalysisNickelHalideStoichiometryCombinatorial chemistryComponent (thermodynamics)Photoredox catalysisPhotochemistryOrganic chemistryPhotocatalysisThermodynamicsPhysicsRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods