有机化学 ›› 2024, Vol. 44 ›› Issue (3): 966-971.DOI: 10.6023/cjoc202310029 上一篇    下一篇

研究论文

以路易斯碱硼烷为氢供体电催化还原喹啉及酮

陈红斌, 杨思佳, 叶智鹏, 陈凯*(), 向皞月*(), 阳华*()   

  1. 中南大学化学化工学院 长沙 410083
  • 收稿日期:2023-10-30 修回日期:2023-12-28 发布日期:2024-04-02
  • 作者简介:共同第一作者
  • 基金资助:
    国家自然科学基金(22078370); 国家自然科学基金(22078369); 国家自然科学基金(22003077); 国家自然科学基金基础科学中心项目(72088101); 湖南省自然科学基金(2022JJ20055); 湖南省自然科学基金(2020JJ4682)

Electrocatalytic Reduction of Quinolines and Ketones by Using Lewis Base-Ligated Borane as a Hydrogen Donor

Hongbing Chen, Sijia Yang, Zhipeng Ye, Kai Chen(), Haoyue Xiang(), Hua Yang()   

  1. College of Chemistry and Chemical Engineering, Central South University, Changsha 410083
  • Received:2023-10-30 Revised:2023-12-28 Published:2024-04-02
  • Contact: *E-mail: hyangchem@csu.edu.cn; xianghaoyue@csu.edu.cn; kaichen@csu.edu.cn
  • About author:These authors contributed equally to this work.
  • Supported by:
    National Natural Science Foundation of China(22078370); National Natural Science Foundation of China(22078369); National Natural Science Foundation of China(22003077); Basic Science Center Project for National Natural Science Foundation of China(72088101); Natural Science Foundation of Hunan Province(2022JJ20055); Natural Science Foundation of Hunan Province(2020JJ4682)

以路易斯碱-硼烷络合物(LB-BH3)为氢供体, 开发了一种通用的、直接的喹啉电化学还原策略, 从而快速获得多种具有生物活性的1,2,3,4-四氢喹啉类化合物. 此外, 该方法还被成功地应用于其他双键的还原, 包括C=O, N=N和 C=C. 该方法具有操作简单、反应条件温和及底物范围广等特点.

关键词: 硼烷, 电化学, 还原, 1,2,3,4-四氢喹啉类

By employing Lewis base-ligated boranes (LB-BH3) as the hydrogen donor, a general and straightforward electrochemical protocol for transfer hydrogenation of quinoline was developed to access a variety of bioactive 1,2,3,4- tetrahydroquinolines. Moreover, this developed protocol was successfully applied to the reduction of other double bonds, including C=O, N=N and C=C bonds. This method has some characteristics such as simple operation, mild reaction conditions and a wide range of substrates.

Key words: borane, electrochemistry, reduction, 1,2,3,4-tetrahydroquinoline