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.

中文翻译：

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光氧化还原催化 2-苯乙烯基异氰化物和糖基溴化物的 C-吲哚基/喹啉基糖基化


吲哚和喹啉结构存在于许多生物活性分子中，使得它们的糖基化产物的合成成为广泛研究的主题和药物开发的兴趣。在这里，我们报告了使用 2-苯乙烯基异氰化物和糖基溴作为结构单元合成C-吲哚基和C-喹啉基糖苷的光氧化还原策略。该方法提供了温和的反应条件、高α-选择性以及大规模反应的可扩展性。通过选择2-乙烯基上的取代基实现从5- exo -trig到6- endo -trig的自由基环化模式切换。该策略丰富了杂环糖基化方法的工具箱，有利于杂芳基药物研究的进展。