Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (5): 1982-1990.DOI: 10.6023/cjoc202012007 Previous Articles     Next Articles



张亚辉1, 吴文锦1, 张可心1, 黎双双1, 郝文燕1,*()   

  1. 1 江西师范大学化学与化工学院 功能有机小分子教育部重点实验室 江西省绿色化学重点实验室 南昌 330022
  • 收稿日期:2020-12-02 修回日期:2021-01-18 发布日期:2021-02-22
  • 通讯作者: 郝文燕
  • 基金资助:
    国家自然科学基金(21762023); 国家自然科学基金(22061021); 江西省自然科学基金(2018BAB203006)

A Rapid Synthesis of 5H-Benzo[d]imidazo[5,1-b][1,3]thiazines via Copper(I)-Catalyzed Cascade Bicyclization ofo-Alkynylphenyl Isothiocyanates with Ethyl (E)-2-(Benzylideneamino)acetates

Yahui Zhang1, Wenjin Wu1, Kexin Zhang1, Shuangshuang Li1, Wenyan Hao1,*()   

  1. 1 Key Laboratory of Functional Small Organic Molecules of Ministry of Education, Jiangxi Key Laboratory of Green Chemistry, College of Chemistry & Chemical Engineering, Jiangxi Normal University, Nanchang 330022
  • Received:2020-12-02 Revised:2021-01-18 Published:2021-02-22
  • Contact: Wenyan Hao
  • About author:
    * Corresponding author. E-mail:
  • Supported by:
    National Natural Science Foundation of China(21762023); National Natural Science Foundation of China(22061021); Natural Science Foundation of Jiangxi Province(2018BAB203006)

A rapid and efficient protocol for copper(I)-catalyzed tandem bicyclization of o-alkynylphenyl isothiocyanates with ethyl (E)-2-(benzylideneamino)acetates has been developed, affording a series of 5H-benzo[d]imidazo[5,1-b][1,3]thia- zines in moderate to good yields. In this transformation, a [3+2] cycloaddition reaction mechanism was involved and two new rings were formed in one pot.

Key words: Keywords copper-catalysis, cascade bicyclization, 5H-benzo[d]imidazo[5,1-b][1,3]thiazine