研究简报

无催化条件下三组分一锅法合成呋喃并吡啶并喹喔啉衍生物

  • 张梅梅 ,
  • 王洁 ,
  • 刘建全 ,
  • 王香善
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  • a. 江苏师范大学化学化工学院 徐州 221116;
    b. 江苏师范大学科文学院 徐州 221116

收稿日期: 2016-08-24

  修回日期: 2016-12-24

  网络出版日期: 2017-02-08

基金资助

江苏省高校重大基础自然科学基金(No.14KJA150004)、江苏师范大学校自然科学基金(No.15XLA05)资助项目.

One-Pot and Three-Component Synthesis of Furopyridoquinoxaline Derivatives under Catalyst-Free Conditions

  • Zhang Meimei ,
  • Wang Jie ,
  • Liu Jianquan ,
  • Wang Xiangshan
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  • a. School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou 221116;
    b. Kewen College, Jiangsu Normal University, Xuzhou 221116

Received date: 2016-08-24

  Revised date: 2016-12-24

  Online published: 2017-02-08

Supported by

Project supported by the Major Basic Natural Science Foundation of University in Jiangsu Province (No. 14KJA150004) and the Natural Science Foundation of Jiangsu Normal University (No. 15XLA05).

摘要

以芳醛、6-氨基喹喔啉和季酮酸为原料,三组分一步构建了11-芳基-8,11-二氢化呋喃并[3',4':5,6]吡啶并[3,2-f]喹喔啉-10(7H)-酮衍生物,并通过X单晶衍射分析确证了11-(4-硝基苯基)-8,11-二氢化呋喃并[3',4':5,6]吡啶并[3,2-f]喹喔啉-10(7H)-酮(4g)的结构.该方法操作简单,无需催化剂和分离中间体,为分子内同时含呋喃、吡啶和喹喔啉稠合四环杂环提供了很好的合成方法.

本文引用格式

张梅梅 , 王洁 , 刘建全 , 王香善 . 无催化条件下三组分一锅法合成呋喃并吡啶并喹喔啉衍生物[J]. 有机化学, 2017 , 37(6) : 1565 -1570 . DOI: 10.6023/cjoc201608020

Abstract

A series of 11-aryl-8,11-dihydrofuro[3',4':5,6]pyrido[3,2-f]quinoxalin-10(7H)-one derivatives were obtained via a one-pot and three-component reaction of aromatic aldehydes, 6-aminoquinoxaline and tetronic acid in EtOH. The structure of 11-(4-nitrophenyl)-8,11-dihydrofuro[3',4':5,6]pyrido[3,2-f]quinoxalin-10(7H)-one (4g) was confirmed by X-ray diffraction analysis. This procedure had the advantages of operation simplicity, catalyst-free and without isolating intermediates, and provided a good method for the synthesis of fused tetracyclic heterocycles containing furan, pyridine and quinoxaline moieties at the same time.

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