有机化学 ›› 2018, Vol. 38 ›› Issue (5): 1193-1198.DOI: 10.6023/cjoc201710035 上一篇    下一篇

研究论文

铜促进的8-酰氨基喹啉类化合物N-芳基化反应

肖祯a,b, 乐强a,b, 冉子垚a,b, 张谦a,b, 李栋b   

  1. a 湖北省太阳能高效利用协同创新中心 武汉 430068;
    b 湖北工业大学材料与化学工程学院 武汉 430068
  • 收稿日期:2017-10-27 修回日期:2017-12-23 发布日期:2018-01-10
  • 通讯作者: 张谦,E-mail:zhangqian620@hotmail.com;李栋,E-mail:dongli@mail.hbut.edu.cn E-mail:zhangqian620@hotmail.com;dongli@mail.hbut.edu.cn
  • 基金资助:

    国家自然科学基金(No.21702054)和太阳能高效利用湖北省协同创新中心开放基金(No.HBSKFQN2016003)资助项目.

Copper-Promoted N-Arylation of 8-Acylaminoquinoline Compounds

Xiao Zhena,b, Yue Qianga,b, Ran Ziyaoa,b, Zhang Qiana,b, Li Dongb   

  1. a Hubei Collaborative Innovation Center for High-efficiency Utilization of Solar Energy, Wuhan 430068;
    b College of Materials and Chemical Engineering, Hubei University of Technology, Wuhan 430068
  • Received:2017-10-27 Revised:2017-12-23 Published:2018-01-10
  • Contact: 10.6023/cjoc201710035 E-mail:zhangqian620@hotmail.com;dongli@mail.hbut.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21702054) and the Open Fund of Hubei Collaborative Innovation Center for High-efficiency Utilization of Solar Energy (No. HBSKFQN2016003).

研究了铜促进的8-酰氨基喹啉类化合物的N-芳基化反应.在40 mol% Cu(OAc)2,2.0 equiv.NaHCO3作用下,1,4-二氧六环为溶剂,100℃下,8-酰氨基喹啉与三芳基铋发生N-芳基化反应,以中等至较高产率得到目标产物.该反应具有良好的底物普适性,为N-芳基酰胺类化合物的合成提供了一种新的方法.

关键词: 铜, 芳基化反应, 8-酰氨基喹啉, 三芳基铋

A copper-promoted N-arylation of 8-acylaminoquinolines has been developed. The N-arylation of 8-acylaminoquinoline with triaryl bismuth generated the target products in moderate to high yields under 40 mol% Cu(OAc)2, 2.0 equiv. of NaHCO3 in 1, 4-dioxane at 100 ℃ for 12 h. The reaction is compatible with a wide range of quinoline substrates, which provides a new method for synthesis of N-arylamide compounds.

Key words: copper, arylation, 8-acylaminoquinoline, triaryl bismuth