铜催化脂肪族环状叔胺的区域选择性C(sp^(3))—H磺酰亚胺化  

Copper-Catalyzed Regioselective C(sp^(3))—H Sulfonimidization of Aliphatic Cyclic Tertiary Amines

作　　者：苟铨 谭秋健 陈乾琼 谭建红[1] 王凯民 谢剑锋 Gou Quan;Tan Qiujian;Chen Qianqiong;Tan Jianhong;Wang Kaimin;Xie Jianfeng(School of Chemistry and Chemical Engineering,Yangtze Normal University,Chongqing 408100;Department of Chongqing General Hospital,University of Chinese Academy of Sciences,Chongqing 400013;School of Chemistry and Environment,Yunnan Minzu University,Chongqing 650500)

机构地区：[1]长江师范学院化学化工学院,重庆408100 [2]中国科学院大学重庆市人民医院,重庆400013 [3]云南民族大学化学与环境学院,昆明650500

出　　处：《有机化学》2021年第11期4459-4466,共8页Chinese Journal of Organic Chemistry

基　　金：重庆市教育委员会研究(No.CXQT20026);重庆市科学技术委员会基础研究与前沿探索(No.cstc2019jcyj-msxm1275);涪陵区科学技术研究(No.FLKJ,2019ABB2038);重庆市教育委员会科学技术研究(No.KJQN202001403)资助项目.

摘　　要：报道了一种简洁、高效的合成方法,即铜催化的磺酰胺与脂肪族环状叔胺直接碳氢脱氢偶联,实现高区域选择性地合成(E)-N-磺酰甲脒衍生物.该反应条件简单,无需使用腐蚀性酸或碱作为添加剂,并兼容多种底物和官能团.同时该方法能够实现克级反应和药物分子的后期功能修饰.This paper reports a concise and efficient synthesis method,namely copper-catalyzed direct hydrocarbon dehydrogenation coupling of sulfonamides and aliphatic cyclic tertiary amines,to realize the highly regioselective synthesis of(E)-N-sulfonylformamidines.The reaction is accomplished without any corrosive acid or base as an additive.It tolerates a broad scope of substrates,good functional group compatibility,and generates exclusive(E)-stereoselectivity.Moreover,this utility of the protocol is successfully demonstrated in a late-stage functionalization of medicinally active molecules and gram-scale synthesis.

关 键 词：铜催化 脂肪族环状叔胺 区域选择性 磺酰甲脒 

分 类 号：O621.251[理学—有机化学]