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 ,
  • 卢林燕 ,
  • 蔡尽忠 ,
  • 冯亚栋 ,
  • 崔秀灵
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  • 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

  网络出版日期: 2021-12-02

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 Xu ,
  • Linyan Lu ,
  • Jinzhong Cai ,
  • Yadong Feng ,
  • Xiuling Cui
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  • 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 date: 2021-10-15

  Revised date: 2021-11-17

  Online published: 2021-12-02

Supported by

Fujian Education and Scientific Research Project for Young and Middle-Aged Teachers(JAT190990)

摘要

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.

本文引用格式

许丽梅 , 卢林燕 , 蔡尽忠 , 冯亚栋 , 崔秀灵 . 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[J]. 有机化学, 2022 , 42(4) : 1210 -1215 . DOI: 10.6023/cjoc202110022

Abstract

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.

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