Electrochemical gold redox catalysis for selective oxidative arylation
Shuyao Zhang, Xiaohan Ye, Łukasz Wojtas, Wenyan Hao, Xiaodong Shi
Abstract
The combination of ArB(OH)2 transmetallation with cationic gold(I) [LAu]+ and electrochemical anodic oxidation (EAO) approach was successfully developed for the preparation of AuIII-Ar intermediate for the first time. This in-situ generated aryl gold intermediate gave rapid and controllable transmetallation with ArB(OH)2 or alkyne followed by reductive elimination to generate either di-aryl coupling or sp2-sp Sonogashira-type coupling products under mild conditions with no need of external oxidants, which significantly extended the versatility of electrochemical approach in promoting gold redox catalysis.
Topics & Concepts
TransmetalationChemistrySonogashira couplingElectrochemistryRedoxCombinatorial chemistryCatalysisArylCationic polymerizationAlkyneReductive eliminationAnodePhotochemistryPalladiumInorganic chemistryOrganic chemistryElectrodePhysical chemistryAlkylCatalytic C–H Functionalization MethodsCatalytic Alkyne ReactionsCatalytic Cross-Coupling Reactions