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2022 , Vol. 42 >Issue 3: 838 - 846

DOI: https://doi.org/10.6023/cjoc202108030

研究论文

基于原位捕获异腈的Ugi四组分反应及其后修饰串联反应: 一锅法合成含氮杂环化合物

  • 罗享豪 ,
  • 谢益碧 ,
  • 黄年玉 ,
  • 王龙
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  • a 三峡大学材料与化工学院 无机非金属晶体与能量转换材料重点实验室 湖北宜昌 443002
    b 三峡大学生物与制药学院 天然产物研究与利用湖北省重点实验室 湖北宜昌 443002
    c 湖北三峡实验室 湖北宜昌 443007

收稿日期: 2021-08-18

  修回日期: 2021-10-08

  网络出版日期: 2021-11-10

基金资助

国家自然科学基金(21602123); 高等学校学科创新引智计划(111计划)(D20015)

收起

Ugi Four-Component Reaction Based on in-situ Capture of Isocyanide and Post-Modification Tandem Reaction: One-Pot Synthesis of Nitrogen Heterocycles

  • Xianghao Luo ,
  • Yibi Xie ,
  • Nianyu Huang ,
  • Long Wang
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  • a Key Laboratory of Inorganic Nonmetallic Crystalline and Energy Conversion Materials, College of Materials and Chemical Engineering, China Three Gorges University, Yichang, Hubei 443002
    b Hubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Science
    c China Three Gorges University, Yichang, Hubei 443007
* Corresponding author. E-mail:

Received date: 2021-08-18

  Revised date: 2021-10-08

  Online published: 2021-11-10

Supported by

National Natural Science Foundation of China(21602123); Program of Introducing Talents of Discipline to Universities (111 Project)(D20015)

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摘要

报道了一种基于原位捕获异腈的Ugi四组分反应及后修饰串联反应的新策略. 根据该反应策略, 异腈化物被原位制备, 并立即被捕获参与Ugi四组分反应及后续的修饰串联反应. 相比之前的报道, 该策略在Ugi四组分反应及其后修饰串联反应中实现了基于异腈的原位捕获, 解决了反应中异腈化物的不稳定、高毒性和对环境的不友好等问题. 温和的反应条件, 精简的制备方法, 也为异腈参与的Ugi四组分及后修饰串联反应提供了一种绿色无污染的新策略.

关键词： 异腈的原位捕获; Ugi四组分反应; 后修饰串联反应; 绿色异腈化学; 一锅法合成

本文引用格式

罗享豪 , 谢益碧 , 黄年玉 , 王龙 . 基于原位捕获异腈的Ugi四组分反应及其后修饰串联反应: 一锅法合成含氮杂环化合物[J]. 有机化学, 2022 , 42(3) : 838 -846 . DOI: 10.6023/cjoc202108030

Abstract

A novel strategy of Ugi four-component and post-modification tandem reaction based on in-situ capture of isocyanide is reported in this paper. According to this reaction strategy, the isocyanide was prepared in situ and immediately captured to participate in Ugi four-component reaction and the subsequent modification tandem reaction. Compared with the previous reports, based on in-situ capture of isocyanide was realized in the Ugi four-component reaction and post-modification tandem reaction, which solved the problems of isocyanide instability, high toxicity and unfriendly to the environment in the reaction. Mild reaction system conditions and simplified preparation method provide a novel green and pollution-free strategy for the tandem reaction of Ugi four-component and post modification series reaction with isocyanide.

Key words： in-situ capture of isocyanide; Ugi four-component reaction; post-modification tandem reaction; green isocyanide chemistry; one-pot synthesis

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