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

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

研究论文

铜参与的烯基酰胺β-碳氢键与端炔的炔基化反应

  • 孙尚政 ,
  • 王星 ,
  • 程泰锦 ,
  • 徐辉 ,
  • 戴辉雄
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  • a 中国科学院上海药物研究所 上海 201203;
    b 中国科学院大学 北京 100049;
    c 上海大学化学系 上海大学创新药物研究中心 上海 200444

收稿日期: 2020-05-23

  修回日期: 2020-06-20

  网络出版日期: 2020-07-09

基金资助

国家自然科学基金（No.21772211）、中国科学院青年创新促进会（Nos.2014229，2018293）、上海市科委（No.17JC1405000）资助项目.

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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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摘要

基于噁唑啉酰胺导向基团实现了铜参与的烯基酰胺b-碳氢键与端炔的炔基化反应，构建了一系列1，3-共轭烯炔化合物.该反应条件温和，底物适用范围广，具有良好的区域及立体选择性.

关键词： b-碳氢键炔基化; 铜; 1,3-烯炔; 立体选择性

本文引用格式

孙尚政 , 王星 , 程泰锦 , 徐辉 , 戴辉雄 . 铜参与的烯基酰胺β-碳氢键与端炔的炔基化反应[J]. 有机化学, 2020 , 40(10) : 3371 -3379 . DOI: 10.6023/cjoc202005064

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

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