铜催化亚砜叶立德与邻苯二胺[4+2]环加成反应  

Copper-Catalyzed[4+2]Annulations of Sulfoxonium Ylides and o-Phenylenediamines

作　　者：李春生 连晓琪 陈莲芬 Li Chunsheng;Lian Xiaoqi;Chen Lianfen(School of Environmental and Chemical Engineering,Zhaoqing University,Zhaoqing,Guangdong 526061)

机构地区：[1]肇庆学院环境与化学工程学院,广东肇庆526061

出　　处：《有机化学》2023年第4期1492-1498,共7页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.22002139);广东省基础与应用基础研究基金(Nos.2019A1515110550,2020A1515111156);广东省普通高校青年创新人才类项目(Nos.2019KQNCX174,2020KQNCX096);肇庆学院科研基金(No.202013);大学生创新创业训练计划(No.202110580015)资助项目.

摘　　要：采用廉价易得的过渡金属铜盐作为催化剂,实现了多种不同类型的亚砜叶立德与邻苯二胺的[4+2]环加成反应实验结果表明在以10 mol%醋酸铜[Cu(OAc)_(2)]为催化剂,1.0 equiv.醋酸钠(Na OAc)为添加剂,1,2-二氯乙烷(DCE)为溶剂80℃搅拌24 h的条件下,目标产物2-苯基喹喔啉的分离收率可达93%.该方法具有金属催化剂廉价易得、反应条件温和、底物普适性好、官能团容忍度高等显著优点.Herein,a novel[4+2]annulation of a wide range of sulfoxonium ylides and o-phenylenediamines was reported,which was catalyzed by cheap and commercially available copper catalyst.The research results indicated that under the optimal reaction conditions,the isolated yield was up to 93%with 10 mol%Cu(OAc)_(2) as catalyst,1.0 equiv.of NaOAc as additive and 1,2-dichloroethane(DCE)as solvent at 80℃for 24 h.This method features cheap and commerial available catalyst,mild reaction conditions,broad substrate scope and excellent functional groups tolerance.

关 键 词：铜催化 [4+2]环加成 亚砜叶立德 喹喔啉 

分 类 号：O621.251[理学—有机化学]