有机化学 ›› 2020, Vol. 40 ›› Issue (8): 2570-2574.DOI: 10.6023/cjoc202003044 上一篇    下一篇

研究简报

聚苯胺负载铜催化嘧啶-2-胺的Buchwald-Hartwig偶联反应

陈颖, 景崤壁, 俞磊   

  1. 扬州大学化学化工学院 江苏扬州 225002
  • 收稿日期:2020-03-17 修回日期:2020-05-01 发布日期:2020-05-20
  • 通讯作者: 景崤壁, 俞磊 E-mail:xbjing@yzu.edu.cn;yulei@yzu.edu.cn
  • 基金资助:
    江苏省自然科学基金(No.BK20181449)、江苏省“六大”人才高峰高层次人才项目(No.XCL-090)以及江苏省优势学科资助项目.

Polyaniline-Supported Copper-Catalyzed Buchwald-Hartwig Couplings of Pyrimidin-2-amines

Chen Ying, Jing Xiaobi, Yu Lei   

  1. School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou, Jiangsu 225002
  • Received:2020-03-17 Revised:2020-05-01 Published:2020-05-20
  • Supported by:
    Project supported by the Natural Science Foundation of Jiangsu Province (No. BK20181449), the Jiangsu Provincial Six Talent Peaks Project (No. XCL-090) and the Priority Academic Program Development of Jiangsu Higher Education Institutions.

Buchwald-Hartwig偶联反应可用于嘧啶-2-胺的修饰.由于嘧啶-2-胺结构在药物中广泛存在,该反应有重要的工业应用价值.聚苯胺负载铜催化剂可由苯胺在铜盐存在下氧化聚合来合成,该催化剂可催化嘧啶-2-胺的Buchwald-Hartwig偶联反应.由于聚苯胺载体上氮本身就具有配位性能,该反应无需添加额外配体,即可以较高转化数(TON)催化反应.作为非均相催化剂,聚苯胺负载铜可回收利用,从而显著降低催化剂成本,符合工业应用需求.

关键词: 聚苯胺, 铜, 催化, Buchwald-Hartwig偶联, 无配体

Buchwald-Hartwig couplings can modify the pyrimidin-2-amines. Since the pyrimidin-2-amine structures widely exist in medicines, the reaction is of significant industrial application values. The polyaniline-supported copper catalyst (Cu@PANI) was synthesized via the oxidative polymerization of aniline in the presence of copper salt and it could catalyze the Buchwald-Hartwig couplings of pyrimidin-2-amines. Since the nitrogen in polyaniline could well coordinate with copper, the reaction did not require additional ligands and occurred at relatively high catalyst turnover numbers (TONs). As a heterogeneous catalyst, Cu@PANI could be recycled and reused to reduce the cost of catalyst, and meet the requirements of industrial application.

Key words: polyaniline, copper, catalysis, Buchwald-Hartwig coupling, ligand-free