Chinese Journal of Organic Chemistry ›› 2023, Vol. 43 ›› Issue (5): 1875-1882.DOI: 10.6023/cjoc202302016 Previous Articles     Next Articles

Special Issue: 有机硼化学专辑

ARTICLES

镍催化吡啶/喹啉鎓盐分子内去芳构化芳基加成反应

芦军, 李奇闯, 梁仁校, 贾义霞*()   

  1. 浙江工业大学化工学院 杭州 310014
  • 收稿日期:2023-02-14 修回日期:2023-04-03 发布日期:2023-04-13
  • 通讯作者: 贾义霞
  • 基金资助:
    国家自然科学基金(22071217); 国家自然科学基金(91956117)

Nickel-Catalyzed Intramolecular Dearomative Arylation of Pyridiniums and Quinoliniums

Jun Lu, Qichuang Li, Renxiao Liang, Yixia Jia()   

  1. College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014
  • Received:2023-02-14 Revised:2023-04-03 Published:2023-04-13
  • Contact: Yixia Jia
  • Supported by:
    National Natural Science Foundation of China(22071217); National Natural Science Foundation of China(91956117)

A nickel-catalyzed intramolecular dearomative arylation reaction of pyridiniums and quinoliniums is developed. In the presence of zinc powder as a reducing agent, the intramolecular Grignard-type addition of arylbromides to the C=N bonds of pyridiniums and quinoliniums proceeds smoothly to render pyridines and quinolines dearomatization, leading to a range of spirooxindole derivatives bearing dihydropyridine and dihydroquinoline moieties in moderate to good yields.

Key words: pyridine, quinoline, arylation, dearomatization, nickel