铑催化的3-乙烯基吲哚与芳基三氮唑交换环合制备3-(2,3-二氢吡咯)吲哚衍生物  

Rh-catalyzed Transannulation of 3-Vinylindoles and Aryltriazoles to Access 3-(2,3-Dihydropyrrole)indole Derivatives

作　　者：邵莺[1] 潘乐昊 田世杰 吴锦 SHAO Ying;PAN Le-hao;TIAN Shi-jie;WU Jin(Key Lab of Fine Petrochemical Engineering,School of Petrochemical Engineering,Changzhou University,Changzhou 213164,China)

机构地区：[1]常州大学石油化工学院江苏省精细石油化工重点实验室,江苏常州213164

出　　处：《合成化学》2020年第11期955-962,共8页Chinese Journal of Synthetic Chemistry

基　　金：江苏省精细石油化工重点实验室开放课题(KF1901)。

摘　　要：发展了一种铑催化的3-乙烯基吲哚与芳基三氮唑的环合反应。通过优化催化剂、反应温度、时间和当量比等反应条件,最终在氩气保护下,以2.5 mol%Rh2(OAc)4为催化剂,1,2-二氯乙烷为溶剂,3-乙烯基吲哚和芳基三氮唑的当量比为1/2时,60℃反应6~12 h,一步合成了15个新型的3-(2,3-二氢吡咯)吲哚衍生物(3aa^3al,3ba^3da),其结构经1H NMR,13C NMR和HR-MS(ESI)表征。A Rh-catalyzed cyclization reaction of 3-vinylindoles and aryl substituted 1,2,3-triazoles was developed.Fifteen novel 3-(2,3-dihydropyrrole)indole derivatives 3aa^3al and 3ba^3da were successfully synthesized after screening various catalysts,time,temperature,solvents and mole ratio of raw materials.The optimal reaction condition is using 2.5 mol%Rh2(OAc)4 as the catalyst and 1,2-dichloroethane as the solvent under argon at 60℃for 6 to 12 hours while the amount of aryltriazoles is twice as much as 3-vinylindoles.The structures of the synthesized compounds were characterized by 1H NMR,13C NMR and HR-MS(ESI).

关 键 词：3-(2 3-二氢吡咯)吲哚 铑催化 交换环合 合成 环合反应 

分 类 号：O622.1[理学—有机化学] O622.3[理学—化学]