有机化学 ›› 2016, Vol. 36 ›› Issue (8): 1932-1936.DOI: 10.6023/cjoc201602001 上一篇    下一篇

研究简报

无催化剂条件下合成喹啉并吡咯并喹啉衍生物

赵群a, 姚昌盛b, 王香善b   

  1. a 南京中医药大学药学院 南京 210023;
    b 江苏师范大学化学化工学院 徐州 221116
  • 收稿日期:2016-02-01 修回日期:2016-03-25 发布日期:2016-04-15
  • 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研究基金(No. 14KJA150004)和江苏省高校优势学科建设工程资助项目.

Synthesis of Quinopyrroloquinoline Derivatives under Catalyst-Free Conditions

Zhao Quna, Yao Changshengb, Wang Xiangshanb   

  1. a College of Pharmacy, Nanjing University of Chinese Medicine, Nanjing 210023;
    b Jiangsu Key Laboratory of Green Synthesis for Functional Materials, School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou 221116
  • Received:2016-02-01 Revised:2016-03-25 Published:2016-04-15
  • Supported by:

    Project supported by the Major Natural Science Foundation of Jiangsu Province (No. 14KJA150004), and a project funded by the Priority Academic Program Development of Jiangsu Higher Education Institutions.

以芳醛、5-氨基吲哚和4-羟基喹啉-2-酮为原料,在回流的乙醇中,无需加入任何催化剂,可高产率得到一系列13-芳基-6,13-二氢化-3H-喹啉并[4,3-b]吡咯并[3,2-f]喹啉-12(11H)-酮衍生物,并通过X射线单晶衍射分析确证了4b的结构. 该方法简单,容易操作,为稠合五环含双喹啉杂环化合物提供了有效的合成方法.

关键词: 喹啉并吡咯并喹啉, 5-氨基吲哚, 无催化剂, 合成

In this paper, a series of 13-aryl-6,13-dihydro-3H-quino[4,3-b]pyrrolo[3,2-f]quinolin-12(11H)-one derivatives was synthesized in EtOH under catalyst-free conditions using aromatic aldehydes, 5-aminoindole and 4-hydroxyquinolin-2(1H)- one as reactants. The structure of 4b was confirmed by X-ray diffraction analysis. This procedure has the advantages of simplicity and easy operation. An efficient method for the synthesis of fused pentacyclic heterocycles containing biquinolines moieties is provided.

Key words: quinopyrroloquinoline, 5-aminoindole, catalyst-free, synthesis