有机化学 ›› 2022, Vol. 42 ›› Issue (4): 1210-1215.DOI: 10.6023/cjoc202110022 上一篇    下一篇

研究论文

紫外光引发胺基苯酚与胺的自由基偶联反应构筑二胺基苯醌亚胺类化合物

许丽梅a, 卢林燕a, 蔡尽忠a, 冯亚栋a,b,*(), 崔秀灵b,*()   

  1. a 厦门华厦学院环境与公共健康学院 福建厦门 361024
    b 华侨大学生物医学学院分子药物教育部工程研究中心 福建省分子医学重点实验室 福建省高校精准医学与分子诊断重点实验室 厦门市海洋与基因药物重点实验室 福建厦门 361021
  • 收稿日期:2021-10-15 修回日期:2021-11-17 发布日期:2021-12-02
  • 通讯作者: 冯亚栋, 崔秀灵
  • 基金资助:
    福建省中青年教师教育科研(JAT190990)

Construction of Diaminobenzoquinone Imines through Radical Coupling of Aminophenols with Amine under UV-Light

Limei Xua, Linyan Lua, Jinzhong Caia, Yadong Fenga,b(), Xiuling Cuib()   

  1. a College of Environment and Public Health, Xiamen Huaxia University, Xiamen, Fujian 361024
    b Engineering Research Center of Molecular Medicine, Ministry of Education, Key Laboratory of Fujian Molecular Medicine, Key Laboratory of Precision Medicine and Molecular Diagnosis of Fujian Universities, Key Laboratory of Xiamen Marine and Gene Drugs, School of Biomedical Sciences, Huaqiao University, Xiamen, Fujian 361021
  • Received:2021-10-15 Revised:2021-11-17 Published:2021-12-02
  • Contact: Yadong Feng, Xiuling Cui
  • Supported by:
    Fujian Education and Scientific Research Project for Young and Middle-Aged Teachers(JAT190990)

报道了一种在无金属条件下, 使用廉价易得的叔丁基过氧化氢为氧化剂, 紫外光照射引发胺基苯酚与胺类化合物发生自由基偶联反应, 高效地构筑二胺基苯醌亚胺类化合物. 该反应能够为合成具有潜在药物活性的醌亚胺分子提供这一种操作简单、环境友好且避免使用金属催化剂或光催化剂的新途径.

关键词: 紫外光, 自由基偶联, 无金属, 二胺基苯醌亚胺

A metal-free radical coupling reaction of aminophenols with amines under UV-light has been successfully developed to synthesize diaminobenzoquinone imines in high yields, in which the commercially available and cheap t-butyl hydroperoxide (TBHP) was used as an oxidant. This protocol provides an easy and green approach for the construction of benzoquinone imines with potential pharmaceutical interest avoiding metal catalyst or photocatalyst.

Key words: UV-light, radical coupling, metal-free, diaminobenzoquinone imines