Chemical Research in Chinese Universities ›› 2016, Vol. 32 ›› Issue (6): 959-966.doi: 10.1007/s40242-016-6233-0

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Facile Synthesis of Unsymmetrical N-Aryl-2, 2-di(1H-indol-3-yl) Acetamide Derivatives

ZHOU Yan1, LI Renjun1, WANG Xiaolong1, HE Ling2, GUAN Mei3, WU Yong1   

  1. 1. Key Laboratory of Drug Targeting and Drug Delivery System of Education Ministry, West China School of Pharmacy, Sichuan University, Chengdu 610041, P. R. China;
    2. Department of Medicinal Chemistry and Key Laboratory of Drug Targeting of Education Ministry of China, West China School of Pharmacy, Sichuan University, Chengdu 610041, P. R. China;
    3. West China Hospital, Sichuan University, Chengdu 610041, P. R. China
  • Received:2016-06-08 Revised:2016-08-19 Online:2016-12-01 Published:2016-11-28
  • Contact: WU Yong, E-mail:wyong@scu.edu.cn E-mail:wyong@scu.edu.cn
  • Supported by:

    Supported by the National Natural Science Foundation of China(No.81573286).

Abstract:

A facile and highly efficient method has been developed for the synthesis of unsymmetrical N-aryl-2,2-di(1H-indol-3-yl)acetamide derivatives by regioselective Friedel-Crafts alkylation of the N-aryl-2-hydroxy-2-(1H-indol-3-yl) acetamide derivatives with various indoles catalyzed by 2 mol/L H2SO4 at room temperature in a short reaction time, the yield was up to 94%.

Key words: N-Aryl-2,2-di(1H-indol-3-yl)acetamide derivative, Indole, Unsymmetry, Friedel-Crafts alkylation, Brø, nsted acid