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Chinese Journal of Organic Chemistry >

2016 , Vol. 36 >Issue 8: 1926 - 1931

DOI: https://doi.org/10.6023/cjoc201603003

NOTE

Copper-Catalyzed Coupling of Alkynes and Amines for the Synthesis of Propargyl Amines in the Presence of PhI(OAc)2

  • Hu Dongyan ,
  • Li Mengsun
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  • a Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041;
    b University of the Chinese Academy of Sciences, Beijing 100049

Received date: 2016-03-03

  Revised date: 2016-04-11

  Online published: 2016-04-20

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Abstract

In the presence of iodobenzene diacetate (PhI(OAc)2), a new CuBr catalyzed coupling reaction of alkynes and amines for the synthesis of propargyl amines was developed. When terminal alkynes, PhI(OAc)2, and amines were reacted in CH3CN at 70 ℃ for 3 h under N2 atmosphere and in the presence of CuBr, the desired propargyl amines were obtained in good yields. Furthermore, no matter aromatic or aliphatic alkynes, were all found to tolerate the reaction conditions. To the best of our knowledge, it is the first time that PhI(OAc)2 has been used for the synthesis of propargyl amines in one-pot operation from alkynes and amines.

Key words： cuprous bromide; PhI(OAc)2; propargyl amines

Cite this article

Hu Dongyan , Li Mengsun . Copper-Catalyzed Coupling of Alkynes and Amines for the Synthesis of Propargyl Amines in the Presence of PhI(OAc)2 [J]. Chinese Journal of Organic Chemistry, 2016 , 36(8) : 1926 -1931 . DOI: 10.6023/cjoc201603003

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