有机化学 ›› 2021, Vol. 41 ›› Issue (6): 2326-2334.DOI: 10.6023/cjoc202012028 上一篇    下一篇

研究论文

水相中电化学促进铜催化苯甲醇氧化合成喹唑啉酮

吴媚a, 于玲b, 侯慧青a, 陈厚铮a, 庄庆龙a, 周孙英a, 林小燕a,*()   

  1. a 福建医科大学药学院 福州 350004
    b 邢台学院 河北邢台 054001
  • 收稿日期:2020-12-18 修回日期:2021-03-03 发布日期:2021-03-22
  • 通讯作者: 林小燕
  • 基金资助:
    福建省自然科学基金(2015MP008); 福建省自然科学基金(2017J01820); 福建医科大学启航基金(2018QH2021)

Electrochemistry-Enabled Copper-Catalyzed Oxidation of Benzyl Alcohols for the Preparation of Quinazolinones in Water

Mei Wua, Ling Yub, Huiqing Houa, Houzheng Chena, Qinglong Zhuanga, Sunying Zhoua, Xiaoyan Lina()   

  1. a Department of Pharmacy, Fujian Medical University, Fuzhou 350004
    b Xingtai University, Xingtai, Hebei 054001
  • Received:2020-12-18 Revised:2021-03-03 Published:2021-03-22
  • Contact: Xiaoyan Lin
  • Supported by:
    Natural Science Foundation of Fujian Province(2015MP008); Natural Science Foundation of Fujian Province(2017J01820); and the Fujian Medical University Sailing Foundation(2018QH2021)

喹唑啉酮类化合物是一种重要的含氮杂环化合物, 也是多种天然产物以及合成药物的骨架分子. 利用廉价易得的苯甲醇以及邻氨基苯甲酰胺为原料, 通过CuCl2和电流共同氧化苯甲醇, 在室温条件下于水相中一锅法合成喹唑啉酮及其衍生物, 目标化合物可获得中等至优秀的产率. 该方法用电流代替价格昂贵、毒性大的氧化剂, 为合成喹唑啉酮类化合物提供了一条操作简便、绿色可持续的合成途径.

关键词: 电合成, 喹唑啉酮, 绿色化学, 铜催化剂, 水相

Quinazolinone is one of the most important nitrogen-containing heterocyclic compound, which is widely found in numerous natural products and synthetic drugs. Quinazolinone derivatives were synthesized by one-pot co-oxidation of benzyl alcohol with CuCl2 and electric current in aqueous phase. The reaction provides an efficient protocol to a series of quinazolinones derivatives in good to high yields. This synthesis process features convenient operation and environmental friendliness, which make it a promising method for the preparation of quinazolinone derivatives insteading of expensive and toxic oxidants with electric current.

Key words: electrochemistry, quinazolinone, green chemistry, copper catalysis, water