有机化学 ›› 2012, Vol. 32 ›› Issue (08): 1429-1433.DOI: 10.6023/cjoc201205018 上一篇    下一篇

研究论文

水相中铜催化含氮杂环化合物的N-芳基化反应(封面文章)

张敬先, 殷慧清, 韩世清   

  1. 南京工业大学生物与制药工程学院 南京 211816
  • 收稿日期:2012-05-16 修回日期:2012-06-07 出版日期:2012-08-25 发布日期:2012-06-20
  • 通讯作者: 韩世清 E-mail:hanshiqing@njut.edu.cn
  • 基金资助:

    国家自然科学基金(Nos. 20942006, 21072095)资助项目.

Copper-Catalyzed N-Arylations of Nitrogen-Containing Heterocycles in Water

Zhang Jingxian, Yin Huiqing, Han Shiqing   

  1. College of Biotechnology and Pharmaceutical Engineering, Nanjing University of Technology, Nanjing 211816
  • Received:2012-05-16 Revised:2012-06-07 Online:2012-08-25 Published:2012-06-20
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 20942006, 21072095).

在水相中建立了一种简单实用、经济环保的实现含氮杂环化合物N-芳基化反应的催化体系. 实验发现以廉价的Cu2O为催化剂, 价廉、易获得的8-羟基喹啉为配体, n-Bu4NBr为相转移催化剂, 在水相中100℃下含氮杂环化合物与卤代芳烃顺利反应生成C—N偶联产物, 得到中等及优良的产率.

关键词: 铜催化, 氮杂环化合物, N-芳基化, 水相

A simple, efficient, inexpensive and powerful method for the C—N coupling of nitrogen-containing heterocycles with aryl halides was developed by using cheap Cu2O as catalyst, inexpensive and readily available 8-hydroxyquinoline as ligand, n-Bu4NBr as phase transfer catalyst, water as solvent at 100℃. Most products were synthesized in good to excellent yields.

Key words: copper-catalyst, nitrogen-containing heterocycles, N-arylation, aqueous media