碘催化的咪唑类化合物N—H键的官能化（英文）  

Iodine-Catalyzed Functionalization of N—H Bond of Imidazoles

作　　者：杨丽烽 惠人杰 单恒悦 巩凯 

机构地区：[1]江南大学药学院,无锡214122

出　　处：《有机化学》2017年第12期3242-3247,共6页Chinese Journal of Organic Chemistry

基　　金：Project supported by the National Natural Science Foundation of China(No.51303069);and the Top-Notch Academic Programs Project of Jiangsu Higher Education Institutions(No.PPZY2015B146)~~

摘　　要：由于苯并咪唑结构的化合物在抗肿瘤、抗高血压等方面具有卓越的生物活性,以I2作为催化剂,叔丁基过氧化物(DTBP)作为氧化剂,成功实现了一系列咪唑类化合物与环状醚、环状硫醚α-C(sp3)—H键的交叉脱氢偶联反应,完成了咪唑类化合物N—H键的官能团化,合成了一系列具有生物活性的化合物.经过反应机理的研究,推测该类反应可能是以亚胺/硫亚胺离子作为活性中间体进行反应以实现在N—H健的官能团修饰.Since benzimidazole containing moieties have a lot of pharmacological activities, we reported the ageneral metal-free and cost-effective, I2/DTBP-catalyzed method for the functionalization of N—H bonds of azoles via α-C（sp3）—H activation of cyclic ethers or cyclic thioethers. And this method is also applicable to a diverse range of N-substituted azoles and cyclic ethers/thioethers. By using the free-radical scavenger 2,2,6,6-tetramethylpiperidin-1-oxyl（TEMPO） as a control, we suggest that a radical/SET mechanism proceeding via a radical/oxonium or thionium ion may be involved in the reaction.

关 键 词：碘 N—H键官能化 环醚 交叉脱氢偶联 环硫醚 

分 类 号：O621.251[理学—有机化学]