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Chinese Journal of Organic Chemistry >

2020 , Vol. 40 >Issue 10: 3371 - 3379

DOI: https://doi.org/10.6023/cjoc202005064

Cu(II)-Mediated β-C—H Alkynylation of Acrylamides with Terminal Alkynes

  • Sun Shangzheng ,
  • Wang Xing ,
  • Cheng Taijin ,
  • Xu Hui ,
  • Dai Huixiong
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  • a Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203;
    b University of Chinese Academy of Sciences, Beijing 100049;
    c Department of Chemistry, Innovative Drug Research Center, Shanghai University, Shanghai 200444

Received date: 2020-05-23

  Revised date: 2020-06-20

  Online published: 2020-07-09

Supported by

Project supported by the National Natural Science Foundation of China (No. 21772211), the Youth Innovation Promotion Association CAS (Nos. 2014229, 2018293), and the Science and Technology Commission of Shanghai Municipality (No. 17JC1405000).

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Abstract

Cu(Ⅱ)-mediated b-C-H alkynylation of acrylamides with terminal alkynes is described by employing amide-oxazoline bidentate auxiliary, forming the conjugated 1,3-enynes. This protocol is characterized by its mild conditions, broad substarate scope and excellent regio- and stereo-selectivity.

Key words： b-C-H alkynylation; copper; 1,3-enynes; stereo-selectivity

Cite this article

Sun Shangzheng , Wang Xing , Cheng Taijin , Xu Hui , Dai Huixiong . Cu(II)-Mediated β-C—H Alkynylation of Acrylamides with Terminal Alkynes[J]. Chinese Journal of Organic Chemistry, 2020 , 40(10) : 3371 -3379 . DOI: 10.6023/cjoc202005064

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