Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (3): 1216-1223.DOI: 10.6023/cjoc202009014 Previous Articles     Next Articles

ARTICLES

聚合物氮化碳负载铜克级制备一种无需额外配体即可催化二级嘧啶-2-胺的碳-氮乌尔曼偶联反应的实用催化剂

孙扬阳a, 冯刚b, 陈超a, 刘永红a,*(), 张旭a,*()   

  1. a 扬州大学化学化工学院 江苏扬州 225002
    b 江苏旅游职业学院 江苏扬州 225000
  • 收稿日期:2020-09-06 修回日期:2020-09-29 发布日期:2020-10-22
  • 通讯作者: 刘永红, 张旭
  • 基金资助:
    江苏省高校优势学科资助项目

Gram-Scale Synthesis of Polymeric Carbon Nitride-Supported Copper: A Practical Catalyst for Ullmann-Type C—N Coupling Modifying Secondary Pyrimidin-2-amines without Additional Ligand

Yangyang Suna, Gang Fengb, Chao Chena, Yonghong Liua,*(), Xu Zhanga,*()   

  1. a School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou, Jiangsu 225002
    b Jiangsu College of Tourism, Yangzhou, Jiangsu 225000
  • Received:2020-09-06 Revised:2020-09-29 Published:2020-10-22
  • Contact: Yonghong Liu, Xu Zhang
  • About author:
    * Corresponding authors. E-mail: ;
  • Supported by:
    Priority Academic Program Development of Jiangsu Higher Education Institutions

Cu/polymeric carbon nitride (PCN) can be prepared in 10 g scale by calcining Cu(NO3)2 with the melamine precursor at 550 ℃. X-ray photoelectron spectroscopy (XPS) analysis demonstrated that copper in the material was in Cu(I) form and it could catalyze the Ullmann-type C—N coupling reactions of pyrimidin-2-amine derivatives with aryl halides without additional ligand. As a heterogeneous catalyst, the material was recoverable and could be reused for at least five times without deactivation. This material was found to be even more active than traditional Cu(I) catalysts and Pd catalysts, affording an opportunity to develop the efficient and practical novel catalyst reagent for the synthesis of medicines containing pyrimidin-2-amine moieties in pharmaceutical industry.

Key words: polymeric carbon nitride (PCN), copper, catalysis, Ullmann-type C—N coupling reaction, pyrimidin-2-amine