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Chinese Journal of Organic Chemistry >

2021 , Vol. 41 >Issue 1: 297 - 302

DOI: https://doi.org/10.6023/cjoc202005029

Article

One-Pot Metal-Free Synthesis of [1,2,3]triazolo[1,5-a]-quinoxalines by Sequential Ugi-3CR/Alkyne-Azide Cycloaddition Reaction

  • Ying Shi ,
  • Fuwen Qin ,
  • Jie Wang ,
  • Yanmei Yan
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  • a Department of Biology, Taiyuan Normal University, Jinzhong, Shanxi 030619
    b Department of Chemistry, Taiyuan Normal University, Jinzhong, Shanxi 030619
    c School of Chemistry and Chemical Engineering, Shanxi University, Taiyuan, Shanxi 030006

Received date: 2020-05-13

  Revised date: 2020-07-27

  Online published: 2020-09-09

Supported by

the Fund for Shanxi “1331 Project” Key Innovative Research Team(TD201718); the Key Research and Development Projects of Shanxi Province(201803D31054); the Science Foundation for Youths of Shanxi Province(201901D211422); the Scientific and Technological Innovation Programs of Higher Education Institutions in Shanxi Province(2019L0775)

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Abstract

A new one-pot metal-free preparation of [1,2,3]triazolo[1,5- a]quinoxalines by a Ugi-3CR/alkyne-azide cycloaddition sequence has been developed. The reaction of 2-azidobenzenamines, propiolic aldehydes and isocyanides produced [1,2,3]triazolo[1,5- a]quinoxalines in 55%~85% yields via sequential Ugi-3CR/alkyne-azide cycloaddition reaction in the presence of H3PO4 and heating in toluene respectively.

Key words： one-pot; metal-free; [1,2,3]triazolo[1,5-a]quinoxaline; Ugi-3CR; alkyne-azide cycloaddition

Cite this article

Ying Shi , Fuwen Qin , Jie Wang , Yanmei Yan . One-Pot Metal-Free Synthesis of [1,2,3]triazolo[1,5-a]-quinoxalines by Sequential Ugi-3CR/Alkyne-Azide Cycloaddition Reaction[J]. Chinese Journal of Organic Chemistry, 2021 , 41(1) : 297 -302 . DOI: 10.6023/cjoc202005029

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