Photoredox-catalyzed C-heteroaryl glycosylation of biphenyl isocyanides with glycosyl bromides
Yi Jiao, Xiaoran Shi, Shouyun Yu
Abstract
8,9-Dimethoxyphenanthridine derivatives, as potential antitumor drugs, need modification to improve their biocompatibility and water solubility. Reported here is a strategy to access C-heteroaryl glycosides by photoredox catalysis. C6-glycosylated phenanthridine derivatives are synthesized from biphenyl isocyanides and glycosyl bromides. The reaction conditions are mild and widely applicable, with anomeric α selectivity and good functional group tolerance.
Topics & Concepts
PhenanthridineGlycosylChemistryGlycosylationBiphenylCatalysisCombinatorial chemistryPhotoredox catalysisOrganic chemistryBiochemistryPhotocatalysisRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods