Hydroarylation of Activated Alkenes Enabled by Proton-Coupled Electron Transfer
Zhao‐Sheng Liu, Shuai Zhong, Xiaochen Ji, Guo‐Jun Deng, Huawen Huang
Abstract
Hydroarylation of alkenes has been demonstrated to be an atom-economic approach to access functionalized arenes from easily accessible raw materials. Herein, we report a visible light-induced photocatalytic system that enables intramolecular hydroarylation of N-arylacrylamides with high 5-exo-trig selectivity through robust proton-coupled electron transfer (PCET). This mild hydroarylation protocol provides a straightforward entry to structurally valuable oxindoles and complements previously established 6-endo-trig cyclization by photochemical triplet energy transfer (TET).
Topics & Concepts
Intramolecular forceElectron transferProton-coupled electron transferPhotochemistryChemistryCatalysisProtonPhotocatalysisSelectivityElectronCombinatorial chemistryStereochemistryOrganic chemistryPhysicsQuantum mechanicsRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques