Selective C-5 Oxidative Radical Silylation of Imidazopyridines Promoted by Lewis Acid
Yifan Li, Kaichen Shu, Ping Liu, Peipei Sun
Abstract
An oxidative cross dehydrogenative coupling of imidazopyridines with silanes was developed using di-tert-butyl peroxide as the oxidant. The coordination effect of Lewis acid was the dominant factor controlling the regioselective addition of silyl radical to imidazopyridines, and the corresponding C-5 silylated imidazo[1,2-a]pyridines were obtained in moderate to high yields with a broad substrate scope.
Topics & Concepts
ChemistrySilylationRegioselectivityLewis acids and basesSilanesSubstrate (aquarium)PeroxideRadicalOxidative phosphorylationOrganic chemistryMedicinal chemistryScope (computer science)CatalysisCombinatorial chemistrySilaneBiochemistryComputer scienceProgramming languageGeologyOceanographyCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsCatalytic Cross-Coupling Reactions