文献类型：期刊文献

中文题名：奎宁环促进的缺电性含氮芳杂环碳氢硅基化反应研究

英文题名：Research of Quinuclidine-Promoted C—H Silylation of Electron-Deficient Nitrogen Heteroarenes

作者：潘鹏[1];袁启洋[1];刘石惠[2];赵建宏[1];张永强[1]

机构：[1]华东理工大学药学院,上海200237;[2]嘉兴学院医学院,浙江嘉兴314001

年份：2022

卷号：42

期号：4

起止页码：1136

中文期刊名：有机化学

外文期刊名：Chinese Journal of Organic Chemistry

收录：CSTPCD;;Scopus;WOS:【SCI-EXPANDED(收录号:WOS:000793452500014)】；北大核心:【北大核心2020】；CSCD:【CSCD2021_2022】；

基金：Project supported by the National Natural Science Foundation of China (No. 21871086).

语种：中文

中文关键词：奎宁环;缺电性含氮芳杂环;氢原子转移;硅自由基;碳氢硅基化反应

外文关键词：quinuclidine;electron-deficient nitrogen heteroarenes;hydrogen atom transfer;silyl radical;C—H silylation

摘要：以过硫酸铵为氧化剂,以氢硅烷为硅基源,开发了一项奎宁环促进的缺电性含氮芳杂环碳氢硅基化反应新技术.新反应以氢原子转移和硅自由基生成为特征,绿色温和,操作简便,易于放大,底物适用范围广,官能团兼容性强,可有效实现多类型缺电性含氮芳杂环上硅基的高效引入.此外,与基于碳硅键断裂的偶联反应相结合,新反应在缺电性含氮芳杂环快速修饰中也展现出了广阔的应用前景.
Herein,a novel quinuclidine-promoted C—H silylation reaction using ammonium persulfate as the oxidant and hydrosilane as the silyl sourse was reported.The protocol proceeds via the hydrogen atom transfer-based formation of silyl radical and features mild and green reaction conditions,operational-simplicity,relatively easy scale-up,broad substrate scope and good functional group compatibility,providing a powerful tool for the facile introduction of silyl groups on electrondeficient nitrogen heteroarenes.Furthermore,in combination with the C—Si bond-based coupling reactions,the new reaction also offers a verstile platform for the rapid modification of electon-deficient nitrogen heteroarenes.