Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (9): 3692-3700.DOI: 10.6023/cjoc202103036 Previous Articles     Next Articles



郭钰钰, 陈祥杰, 李师伍*(), 蔡志华, 何林*()   

  1. 石河子大学化工学院 新疆石河子 832000
  • 收稿日期:2021-03-21 修回日期:2021-05-26 发布日期:2021-06-17
  • 通讯作者: 李师伍, 何林
  • 基金资助:
    国家自然科学基金(21462034); 兵团优秀青年教师(2017CB001); 兵团优秀青年教师(CZ027203); 石河子大学国际合作(GJHZ201801)

Synthesis of Mutisubstituted Dihydropyridino[1,2-a]benzimidazole Derivatives via Tandem Reaction of 2-Arylbenzimidazoles

Yuyu Guo, Xiangjie Chen, Shiwu Li(), Zhihua Cai, Lin He()   

  1. School of Chemistry and Chemical Engineering, Shihezi University, Shihezi, Xinjiang 832000
  • Received:2021-03-21 Revised:2021-05-26 Published:2021-06-17
  • Contact: Shiwu Li, Lin He
  • Supported by:
    National Natural Science Foundation of China(21462034); Excellent Young Teachers Plan of Bingtuan(2017CB001); Excellent Young Teachers Plan of Bingtuan(CZ027203); International Cooperation Project of Shihezi University(GJHZ201801)

A new one-pot method for the synthesis of dihydropyridino[1,2-a]benzimidazole derivatives has been developed. Under the mediation of base and oxidant, mutisubstituted dihydropyridino[1,2-a]benzimidazoles were obtained in 38%~85% yields and 4∶1 to >25∶1 d.r. through a tandem intermolecular Michael addition/intramolecular Michael addition/ oxidative dehydrogenation process of 2-arylbenzimidazoles. The structures of these products were characterized by 1H NMR, 13C NMR, HRMS, IR and single-crystal X-ray analysis.

Key words: tandem reaction, one-pot, dihydropyridino[1,2-a]benzimidazoles, addition reaction