电化学合成C-3位芳酰基取代的咪唑并[1,2-a]吡啶衍生物  

Synthesis of C-3 Aroyl Substituted Imidazo[1,2-a]pyridines via Electrochemical Synthesis

作　　者：张杰 耿梦囡 王天俊 钱嘉豪 张玉凤 张建 ZHANG Jie;GENG Meng-nan;WANG Tian-jun;QIAN Jia-hao;ZHANG Yu-feng;ZHANG Jian(School of Animal Pharmaceutical,Jiangsu Agri-animal Husbandry Vocational College,Taizhou 225300,China)

机构地区：[1]江苏农牧科技职业学院动物药学院,江苏泰州225300

出　　处：《化学试剂》2022年第10期1525-1531,共7页Chemical Reagents

基　　金：江苏农牧科技职业学院博士科研启动基金项目(NSF2021CB06);江苏省大学生创新计划项目(202112806014Y);江苏省高校自然科学基金面上项目(21KJB150008);江苏农牧科技职业学院2021年度“凤凰学子”人才培养计划项目。

摘　　要：以廉价易得的芳酰基甲酸作为芳酰基源,2-芳基咪唑并[1,2-a]吡啶为底物,无需过渡金属催化剂和氧化剂,在电化学条件下,通过脱羧实现了咪唑并[1,2-a]吡啶C-3位碳氢键的芳酰基化反应,以良好的产率成功构建了一系列C-3位芳酰基取代的咪唑并[1,2-a]吡啶化合物。利用核磁氢谱、核磁碳谱、高分辨质谱对产物进行了结构表征。方法条件温和绿色,简便高效,底物适用范围广,官能团耐受性较好,为C-3位芳酰基取代的咪唑并[1,2-a]吡啶衍生物的合成提供了新途径。Using cheap and readily available arylglyoxylic acids as aroyl source,a series of C-3 aroyl substituted imidazo[1,2-a]pyridines were successfully synthesized through electrochemical decarboxylation and oxidative C—H aroylation of imidazo[1,2-a]pyridines under transition-metal-free and oxidant-free conditions.The characterization analysis of products structures was depended on NMR and HRMS spectra analyses.This method used electricity as the reaction driving force and has advantages of high yields,mild reaction conditions,simple operation,broad substrate range and good tolerance of functional groups,which provides a new approach for constructing C-3 aroyl substituted imidazo[1,2-a]pyridines.

关 键 词：电化学合成 芳酰基化 咪唑并[1 2-a]吡啶 脱羧 绿色方法 

分 类 号：O621.25[理学—有机化学]