Visible‐Light‐Induced C−H Silylation of Azauracils with Hydrosilanes

作者：Yongqi Yu, Mengdan You, Jiajia Yu, Weiguang Kong, Chunyan Zhang, Jinjin Bai, Wenguang Li, Ting Li · 发表于：Advanced Synthesis & Catalysis · 年份：2024 · DOI：10.1002/adsc.202400857 · 被引用次数：12 · 研究领域：Radical Photochemical Reactions、Sulfur-Based Synthesis Techniques、Catalytic C–H Functionalization Methods

Abstract C−H silylation of azauracils was developed via the combination of organic photoredox and hydrogen atom transfer (HAT) catalysis. Using 1,2,3,5‐tetrakis(carbazol‐9‐yl)‐4,6‐dicyanobenzene (4CzIPN) as the photocatalyst, quinuclidine as the HAT catalyst, and silanes as the silyl radical source, a variety of silylated azauracils were synthesized in 43–87% yield. Moreover, pyrazinone, cinnolinone, and chromone were also compatible with this catalytic system. The reaction is suitable for late‐stage functionalization of drugs and complex molecules, and the transformation can be easily scaled up to gram level. Mechanistic studies suggest that the silylation reaction is likely to proceed through a radical mechanism.