Photoredox-Catalyzed <i>C</i>-Indolyl/Quinolyl Glycosylation from 2-Styrylisocyanides and Glycosyl Bromides
Yi Jiao, Xiaoran Shi, Yiqiang Yang, Shouyun Yu
Abstract
Indole and quinoline structures are present in numerous biologically active molecules, making the synthesis of their glycosylation products a subject of extensive research and interest in drug development. Here, we report a photoredox strategy for the synthesis of C -indolyl and C -quinolyl glycosides using 2-styrylisocyanides and glycosyl bromides as building blocks. This approach offers mild reaction conditions, high α-selectivity, and scalability for large-scale reactions. The radical cyclization mode switching from 5- exo -trig to 6- endo -trig is achieved by selecting the substituents on the 2-vinyl group. This strategy enriches the toolbox of heterocyclic glycosylation methods and benefits advances in research on heteroaryl-based pharmaceuticals.