Chinese Journal of Organic Chemistry ›› 2022, Vol. 42 ›› Issue (4): 1188-1197.DOI: 10.6023/cjoc202110015 Previous Articles     Next Articles



乔辉杰a,b,*(), 杨利婷a,b, 陈雅b, 王嘉琳b, 孙武轩b, 董昊博b, 王云威b   

  1. a 中原工学院先进材料研究中心 河南省功能盐材料重点实验室 郑州 450007
    b 中原工学院材料与化工学院 郑州 450007
  • 收稿日期:2021-10-12 修回日期:2021-11-14 发布日期:2021-12-08
  • 通讯作者: 乔辉杰
  • 基金资助:
    河南省自然科学基金(202300410515); 河南省自然科学基金(212300410318)

An Efficient Three-Component Tandem Approach for the Synthesis of Imidazoheterocycle-Hydrazine Derivatives under Mild Conditions

Huijie Qiaoa,b(), Liting Yanga,b, Ya Chenb, Jialin Wangb, Wuxuan Sunb, Haobo Dongb, Yunwei Wangb   

  1. a Henan Key Laboratory of Functional Salt Materials, Center for Advanced Materials Research, Zhongyuan University of Technology, Zhengzhou 450007
    b School of Materials and Chemical Engineering, Zhongyuan University of Technology, Zhengzhou 450007
  • Received:2021-10-12 Revised:2021-11-14 Published:2021-12-08
  • Contact: Huijie Qiao
  • Supported by:
    Natural Science Foundation of Henan Province(202300410515); Natural Science Foundation of Henan Province(212300410318)

An three-component tandem reaction for the synthesis of imidazo[1,2-a]pyridine-hydrazines was accomplished with the easily available formyl methyl bromides, pyridin-2-amines and azodiformates. This tandem reaction process includes the generation of imidazo[1,2-a]pyridines followed by C(3)—H hydrazination in a sequential way, instead of the classical step-by-step methods. The approach features simple operation, mild conditions (transition-metal-free and low reaction temperature) as well as good tolerance of substrates. Note that formyl methyl bromides and pyridin-2-amines bearing electron-donating groups are benefit for this reaction, affording target products in excellent yields.

Key words: three-component reaction, tandem reaction, imidazoheterocycle, C(3)—H hydrazination