有机化学 ›› 2009, Vol. 29 ›› Issue (03): 432-436. 上一篇    下一篇

研究论文

金催化的吲哚与末端炔烃的分子间烷基化反应

王 翔a,b; 赖媛媛a,c ; 吴 宏a ; 张建明a ; 李永建*,a   

  1. (a华中师范大学化学学院农药与化学生物学教育部重点实验室 武汉 430079)
    (b凯里学院化学系 凯里 556000)
    (c国防科技大学航天与材料工程学院 长沙 410073)
  • 收稿日期:2008-08-05 修回日期:2008-11-10 发布日期:2009-03-20
  • 通讯作者: 李永建

Gold(I)-Catalyzed Intermolecular Alkylation Reaction of Indoles with Terminal Alkynes

Wang, Xiang a,b; Lai, Yuanyuan a,c ; Wu, Hong a; Zhang, Jianminga; Li, Yongjian*,a   

  1. (a Key Laboratory of Pesticides and Chemical Biology, Ministry of Education,
    College of Chemistry, Central China Normal University, Wuhan 430079)
    (b Department of Chemistry, Kaili College, Kaili 556000)
    (c Department of Material Engineering and Applied Chemistry, National University of
    Defense Technology, Changsha 410073)
  • Received:2008-08-05 Revised:2008-11-10 Published:2009-03-20
  • Contact: Li, Yongjian

尝试了用金(Au)催化吲哚和炔烃的Friedel-Crafts烷基化反应, 具体探讨了金(I)配合物催化吲哚与末端炔烃的烷基化反应的条件, 并制备了一系列尚未见文献报道的双取代β-吲哚烷基化衍生物. 产物的结构经1H NMR, 13C NMR, MS和元素分析确证. 并对其反应机理可能性进行了推测.

关键词: 末端炔烃, β-吲哚烷基化衍生物, 烷基化反应, 金催化剂, 吲哚

An intermolecular Friedel-Crafts alkylation reaction of substituted indoles with terminal alkynes has been carried out in the presence of gold(I) complex as the catalyst. The β-bis(indol-3-yl)alkane derivatives were synthesized for the first time and identified by 1H NMR, 13C NMR, MS techniques and elemental analysis. A possible reaction mechanism has been suggested.

Key words: gold catalyst, β-bis(indol-3-yl)alkane, indole, alkyne, Friedel-Crafts alkylation