有机化学 ›› 2017, Vol. 37 ›› Issue (6): 1565-1570.DOI: 10.6023/cjoc201608020 上一篇    下一篇

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a, 王洁b, 刘建全a, 王香善a   

  1. 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 出版日期:2017-06-25 发布日期:2017-02-08
  • 通讯作者: 王香善 E-mail:xswang@jsnu.edu.cn
  • 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 Meimeia, Wang Jieb, Liu Jianquana, Wang Xiangshana   

  1. a. School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou 221116;
    b. Kewen College, Jiangsu Normal University, Xuzhou 221116
  • Received:2016-08-24 Revised:2016-12-24 Online:2017-06-25 Published:2017-02-08
  • Contact: 10.6023/cjoc201608020 E-mail:xswang@jsnu.edu.cn
  • 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).

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.

关键词: 呋喃并吡啶并喹喔啉, 6-氨基喹喔啉, 三组分反应, 晶体结构, 合成

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.

Key words: furopyridoquinoxaline, 6-aminoquinoxaline, three-component reaction, crystal structure, synthesis