碘化亚铜催化新型3-吲哚烷酮的区域选择性合成  

Copper Iodide-catalyzed Regioselective Synthesis of Novel 3-Indole Alkyl Ketone

作　　者：石维 韩巧[1] 何菱[1] SHI Wei;HAN Qiao;HE Ling(West China School of Pharmacy,Sichuan University,Chengdu 610041,China)

机构地区：[1]四川大学华西药学院,四川成都610041

出　　处：《合成化学》2018年第8期577-581,共5页Chinese Journal of Synthetic Chemistry

基　　金：川大-泸州战略合作项目(2013CDLZ-S18)

摘　　要：以2-溴-1-苯乙酮和吲哚类化合物为原料,碘化亚铜为催化剂,合成了12个新型的3-吲哚烷酮衍生物,产率65%~88%,其结构经~1H NMR,^(13)C NMR和HR-MS(ESI)表征。采用氘标记和动力学实验对反应机理进行了研究,推测该方法为区域选择性Friedel-Crafts烷化联C—H活化过程。Twelve novel 3-indoleone derivatives,with yield of 65% ~ 88%,were synthesized from 2-bromo-1-phenylethan-1-ones and indoles,using copper iodide as catalyst. The structures were characterized by ~1H NMR,^（13）C NMR and HR-MS（ ESI）. The mechanism was studied by deuterium labeling and kinetic experiments. It was inferred that only 3-indole derivatives could be obtained by regioselective Friedel-Crafts alkylation with C—H activation process.

关 键 词：3-吲哚烷酮 碘化亚铜 区域选择性 合成 机理 

分 类 号：O626.1[理学—有机化学]