Litcius/Paper detail

Redox Neutral Radical-Relay Nickel-Catalyzed Remote Carbonylation

Ming Li, Fan Gao, Dong‐Yu Miao, Dong‐Ping Chen, Shun‐Xi Li, Yi‐Feng Qiu, Zheng‐Jun Quan, Xi‐Cun Wang, Yong‐Min Liang

2023Organic Letters21 citationsDOI

Abstract

A novel and efficient method for the catalytic installation of a carbonyl group via remote radical coupling is disclosed. The nickel-catalyzed reaction proceeds to undergo a sequential single-electron transfer, 1,5-hydrogen atom transfer, and carbonyl insertion, thus providing the α-substituted ketone. Further, this reaction could be carried out smoothly under normal pressure and redox-neutral conditions, and demonstrated functional-group compatibility and excellent site-selectivity.

Topics & Concepts

ChemistryCatalysisRedoxNickelCarbonylationPhotochemistrySelectivityKetoneCombinatorial chemistryHydrogenHydrogen atomFunctional groupElectron transferCarbon monoxideInorganic chemistryOrganic chemistryGroup (periodic table)PolymerCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsCatalytic Cross-Coupling Reactions