Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (2): 284-300.DOI: 10.6023/cjoc201607035 Previous Articles     Next Articles



赵飞a, 贾秀稳a, 王东萍a, 费朝丽a, 吴成林b,c, 王江b,c, 柳红b,c   

  1. a 成都大学四川抗菌素工业研究所 抗生素研究与再评价四川省重点实验室 成都 610052;
    b 中国科学院上海药物研究所 受体结构与功能重点实验室 上海 201203;
    c 中国科学院大学 北京 100049
  • 收稿日期:2016-07-21 修回日期:2016-10-14 发布日期:2016-11-03
  • 通讯作者: 柳红
  • 基金资助:


Research Progress in Metal-Catalyzed Addition of Carbon-Hetero Bonds to Alkynes

Zhao Feia, Jia Xiuwena, Wang Dongpinga, Fei Chaolia, Wu Chenglinb,c, Wang Jiangb,c, Liu Hongb,c   

  1. a Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, Chengdu University, Chengdu 610052;
    b Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203;
    c University of Chinese Academy of Sciences, Beijing 100049
  • Received:2016-07-21 Revised:2016-10-14 Published:2016-11-03
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21602022, 21372235) and the Open Project Program of Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province (No. ARRLKF15-01).

The addition of carbon-hetero bonds to alkynes has become an important apporach for the functionalization of carbon-carbon triple bonds. It can construct two bonds, namely one carbon-carbon bond and one carbon-hetero bond, in a single one step. These addition reactions feature high efficiency and high atom-economy. In recent years, metal-catalyzed (Al, Fe, Ni, Cu, Ga, Ru, Rh, Pd, Hf, Ir, Pt, Au, Bi, etc.) addition of many various kinds of carbon-hetero bonds to alkynes has achieved lots of important developments. According to the types of carbon-hetero bonds, the addition of 8 different kinds of carbon-hetero bonds [C-H, C-B, C-N, C-O, C-Si, C-S, C-X (X=Cl, Br, I), C-Se] to alkynes is reviewed in this paper, and the reaction conditions, reaction selectivities (regioselectivities and stereoselectivities) and reaction mechanisms are also discussed and summarized.

Key words: metal-catalyzed, carbon-hetero bonds, alkynes, addition reactions