Chemical Research in Chinese Universities ›› 2015, Vol. 31 ›› Issue (1): 53-59.doi: 10.1007/s40242-015-4373-2

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Indole-tolerant Oxidation of 1,2-Diarylalkynes to 1,2-Diketone Derivatives

CHENG Xu, LI Xiaolong, WAN Weili, HAO Wenmei, HAI Li, WU Yong   

  1. Key Laboratory of Drug-targeting of Ministry of Education, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, P. R. China
  • Received:2014-10-08 Revised:2014-11-03 Online:2015-02-01 Published:2014-11-17
  • Contact: HAI Li, E-mail:smile@scu.edu.cn;WU Yong, E-mail:wyong@scu.edu.cn E-mail:smile@scu.edu.cn;wyong@scu.edu.cn
  • Supported by:

    Supported by the National Natural Science Foundation of China(Nos.81373259, 81102324).

Abstract:

A new indole-tolerant oxidation condition for the synthesis of 1,2-diketone derivatives from the corresponding 1,2-diarylalkynes was described. By screening a series of oxidation systems on alkynes linked with indole and different substituted aromatic ring, the DMSO/PdCl2/CuCl2 system afforded moderate to good yields despite the existence of electron-rich indole ring.

Key words: Selective oxidation, 1,2-Diarylalkyne, 1,2-Diketone