有机化学 ›› 2023, Vol. 43 ›› Issue (1): 254-264.DOI: 10.6023/cjoc202206057 上一篇    下一篇

所属专题: 有机氟化学虚拟合辑

研究论文

可见光促进N-氟代酰胺的1,5-氢迁移和自由基偶联反应合成联苄基衍生物

雷盼盼a, 陈沁琳a, 陈航a, 周洋a, 敬林海a,*(), 汪伟a,b,*(), 陈芬儿b,c,*()   

  1. a 西华师范大学化学化工学院 四川南充 637002
    b 武汉工程大学药物研究院 武汉 430205
    c 复旦大学化学学院 上海 200433
  • 收稿日期:2022-06-30 修回日期:2022-07-30 发布日期:2022-08-25
  • 通讯作者: 敬林海, 汪伟, 陈芬儿
  • 基金资助:
    国家自然科学基金(21602144); 四川省科技计划(2021ZYD0064); 及湖北省教育厅科研计划(Q20211503)

Synthesis of Bibenzyl Derivatives via Visible-Light-Promoted 1,5-Hydrogen Atom Transfer/Radical Coupling Reactions of N-Fluorocarboxamides

Panpan Leia, Qinlin Chena, Hang Chena, Yang Zhoua, Linhai Jina(), Wei Wanga,b(), Fener Chenb,c()   

  1. a College of Chemistry and Chemical Engineering, China West Normal University, Nanchong, Sichuan 637002
    b Pharmaceutical Research Institute, Wuhan Institute of Technology, Wuhan 430205
    c Department of Chemistry, Fudan University, Shanghai 200433
  • Received:2022-06-30 Revised:2022-07-30 Published:2022-08-25
  • Contact: Linhai Jin, Wei Wang, Fener Chen
  • Supported by:
    National Natural Science Foundation of China(21602144); Science and Technology Program of Sichuan Province(2021ZYD0064); Scientific Research Project of Education Department of Hubei Province(Q20211503)

报道了光催化N-氟代苯甲酰胺的1,5-氢原子转移和苄基自由基的偶联反应. 该反应表现出了良好的底物适用性和官能团兼容性, 以较好的产率得到了一系列重要的联苄基类化合物. 更重要的是, 该方法也适用于N-氟代的脂肪族酰胺.

关键词: 联苄基衍生物, 1,5-氢迁移, 自由基偶联, 可见光

Visible light-mediated 1,5-hydrogen atom transfer and radical coupling reactions have been accomplished using N-fluoro-substituted benzamides. This method exhibits a broad substrate scope and high functional group tolerance, giving the corresponding bibenzyl products with generally good yields. Furthermore, this strategy could also be used to N-fluoro-substi- tuted aliphatic amides.

Key words: bibenzyl derivative, 1,5-hydrogen atom transfer, radical coupling, visible-light