有机化学 ›› 2018, Vol. 38 ›› Issue (8): 2028-2035.DOI: 10.6023/cjoc201803036 上一篇    下一篇

研究论文

三氟甲磺酸催化的2,3'-二吲哚衍生物的合成

章吕烨, 吴彬强, 陈张涛, 胡锦锦, 曾晓飞, 钟国富   

  1. 杭州师范大学材料与化学化工学院 杭州 310036
  • 收稿日期:2018-03-23 修回日期:2018-05-03 出版日期:2018-08-25 发布日期:2018-05-14
  • 通讯作者: 曾晓飞, 钟国富 E-mail:chemzxf@hznu.edu.cn;zgf@hznu.edu.cn
  • 基金资助:

    国家自然科学基金(No.21672048)、浙江省自然科学基金(No.LY18B020015)资助项目.

Synthesis of 2,3'-Bisindole Derivatives Catalyzed by TfOH

Zhang Lüye, Wu Binqiang, Chen Zhangtao, Hu Jinjin, Zeng Xiaofei, Zhong Guofu   

  1. College of Material, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 310036
  • Received:2018-03-23 Revised:2018-05-03 Online:2018-08-25 Published:2018-05-14
  • Contact: 10.6023/cjoc201803036 E-mail:chemzxf@hznu.edu.cn;zgf@hznu.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21672048), the Natural Science Foundation of Zhejiang Province (No. LY18B020015).

报道了一种三氟甲磺酸催化下3-取代吲哚与(1H-2-吲哚基)二芳基甲醇的加成反应合成具有潜在生物活性2,3'-二吲哚衍生物的新方法.在最优化的反应条件下,以中等到高的产率得到了目标产物,且反应具有条件温和、操作简单、底物适用范围广等优点.同时,2-呋喃基二苯基甲醇也能够适用于反应当中,以较好的产率生成2-呋喃取代的吲哚衍生物.

关键词: 加成反应, 合成方法, 2,3'-二吲哚衍生物, 2-吲哚基二芳基甲醇, 三氟甲磺酸

A highly efficient TfOH-catalyzed addition of C3-substituted indole derivatives with (1H-indol-2-yl)diphenyl-methanols has been established, leading to the synthesis of a series of potentially bioactive 2,3'-bisindols in moderate to high yields (48%~89%) and with broad substrate scope under mild conditions. In addition, the furan-2-yldiphenylmethanol could also be applied in the reaction and afforded 2-(5-benzhydrylfuran-2-yl)-1H-indole in good yield.

Key words: addition reaction, synthetic method, 2,3'-bisindole derivatives, (1H-indol-2-yl)diphenylmethanol, TfOH