Chinese Journal of Organic Chemistry ›› 2022, Vol. 42 ›› Issue (11): 3835-3842.DOI: 10.6023/cjoc202206011 Previous Articles     Next Articles

ARTICLES

温和条件下苯炔与2-羟基嘧啶加成合成2-芳氧基嘧啶类衍生物

王文鹏, 杨春红, 刘海超, 王喜存*(), 权正军*   

  1. 西北师范大学化学化工学院 兰州 730070
  • 收稿日期:2022-06-08 修回日期:2022-07-12 发布日期:2022-07-13
  • 通讯作者: 王喜存, 权正军
  • 作者简介:
    †共同第一作者
  • 基金资助:
    国家自然科学基金(22067018); 国家自然科学基金(22101232); 甘肃省自然科学基金(20YF3GA023); 甘肃省自然科学基金(20JR5RA210)

Addition of Benzyne to 2-Hydroxypyrimidine to Synthesize 2-Aryloxypyrimidine Derivatives under Mild Conditions

Wenpeng Wang, Chunhong Yang, Haichao Liu, Xicun Wang(), Zhengjun Quan   

  1. College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070
  • Received:2022-06-08 Revised:2022-07-12 Published:2022-07-13
  • Contact: Xicun Wang, Zhengjun Quan
  • About author:
    †These authors contributed equally to this work.
  • Supported by:
    National Natural Science Foundation of China(22067018); National Natural Science Foundation of China(22101232); Natural Science Foundation of Gansu Province(20YF3GA023); Natural Science Foundation of Gansu Province(20JR5RA210)

Pyrimidine aryl ether derivatives have attracted widespread attention from chemists for their diverse biological activity and pharmacological properties. In this paper, a series of pyrimidine-2-arylether derivatives were synthesized with moderate to good yield by using 2-(trimethylsilyl)phenyl trifluoromethanesulfonate as a source of benzyne to react with 2-hydroxypyrimidine. Compared with the traditional method, this method has the advantages of transition-metal-free, easy preparation of 2-aryloxypyrimidine derivatives, wide functional group compatibility and high yield.

Key words: benzyne, pyrimidine derivatives, nucleophilic addition, 2-phenoxy pyrimidine