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研究论文

无金属参与的连续的Ugi/炔烃-叠氮环加成反应一锅合成[1,2,3]三唑并[1,5-a]喹喔啉

石瑛a, 秦富文b, 王捷a, 闫艳梅a   

  1. a 太原师范学院 晋中 030619;
    b 山西大学 太原 030006
  • 收稿日期:2020-05-13 修回日期:2020-07-27 出版日期:2030-01-01 发布日期:2020-09-09
  • 通讯作者: 闫艳梅 E-mail:yanyanmei1019@yeah.net
  • 基金资助:
    Project supported by the fund for Shanxi "1331 Project" Key Innovative Research Team (No. TD201718), the Key Research and Development Projects of Shanxi Province (No. 201803D31054), Shanxi Province Science Foundation for Youths (No. 201901D211422) and the Scientific and Technological Innovation Programs of Higher Education Institutions in Shanxi (No. 2019L0775).

One-pot metal-free synthesis of[1,2,3]triazolo[1,5-a]quinoxalines by a sequential Ugi-3CR/alkyne-azide cycloaddition reaction

Ying Shia, Fu-Wen Qinb, Jie Wanga, Yan-Mei Yana   

  1. a Taiyuan Normal University, Jinzhong, 030619;
    b Shanxi University, Taiyuan, 030006
  • Received:2020-05-13 Revised:2020-07-27 Online:2030-01-01 Published:2020-09-09
  • Supported by:
    Project supported by the fund for Shanxi "1331 Project" Key Innovative Research Team (No. TD201718), the Key Research and Development Projects of Shanxi Province (No. 201803D31054), Shanxi Province Science Foundation for Youths (No. 201901D211422) and the Scientific and Technological Innovation Programs of Higher Education Institutions in Shanxi (No. 2019L0775).

本文报道了无金属参与的连续的催化型Ugi三组分/炔烃-叠氮环加成反应一锅合成[1,2,3]三唑并[1,5-a]喹喔啉。该反应使用邻叠氮基芳胺、炔醛以及异腈在磷酸催化下发生催化型Ugi三组分反应,随后在甲苯中加热发生环加成反应以55-85%的收率得到[1,2,3]三唑并[1,5-a]喹喔啉。

关键词: 一锅, 无金属, [1,2,3]三唑并[1,5-a]喹喔啉, Ugi三组分, 炔烃-叠氮环加成

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