有机化学 ›› 2015, Vol. 35 ›› Issue (1): 207-211.DOI: 10.6023/cjoc201406016 上一篇    下一篇

研究简报

CuI/DEAD促进的端炔的二聚偶联反应

杨振平, 王兵南, 许孝良, 王红, 李小年   

  1. 浙江工业大学化工学院 杭州 310014
  • 收稿日期:2014-06-13 修回日期:2014-09-29 发布日期:2014-10-13
  • 通讯作者: 许孝良, 王红 E-mail:xuxiaoliang@zjut.edu.cn;chem_hong@163.com
  • 基金资助:

    浙江省自然科学基金(No. LY12B02017)资助项目.

Dimerization Coupling Reaction of Terminal Alkyne Promoted by CuI/DEAD

Yang Zhenping, Wang Bingnan, Xu Xiaoliang, Wang Hong, Li Xiaonian   

  1. College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014
  • Received:2014-06-13 Revised:2014-09-29 Published:2014-10-13
  • Supported by:

    Project supported by the Zhejiang Provincial Natural Science Foundation of China (No. LY12B02017).

端炔烃的二聚偶联反应是合成含有共轭碳碳叁键化合物的一个重要方法. 在CuI的催化下, 以催化量的N-甲基咪唑为碱, 在偶氮二甲酸二乙酯(DEAD)的协助下, 各种不同的芳香族和脂肪族端炔都能顺利的发生二聚Glaser偶联反应. 考察了不同铜催化剂和溶剂对该反应的影响. 反应具有收率高、操作简单、条件温和等优点.

关键词: 碘化亚铜, 偶氮二甲酸二乙酯, 端炔, Glaser反应

The dimerization coupling reaction of terminal alkynes is an important method for the synthesis of conjugated carbon-carbon triple bond compounds. Catalyzed by CuI and assisted by diethyl azodicarboxylate, a variety of aromatic and aliphatic alkynes could be dimerized to give the Glaser coupling products using a catalytic amount of N-methylimidazole as a base. The effect of copper catalysts and solvents on this reaction was surveyed. It has the advantage of high yields, simple operation, and mild reaction condition.

Key words: CuI, diethyl azodicarboxylate, terminal alkyne, Glaser reaction