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有机化学
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有机化学 ›› 2007, Vol. 27 ›› Issue (10): 1288-1291. 上一篇    下一篇

研究简报

三组分一锅法合成1-羧甲基-6-芳基-1,2,3,4,5,6-六氢茚并[2,3-b]-喹啉-5,11-二酮

陈艳*,a，屠树江b，姜波b，李春梅b   

  1. (a徐州工程学院化学化工学院 徐州 221008)
    (b徐州师范大学化学化工学院 江苏省药用植物生物技术重点实验室 徐州 221116)
  • 收稿日期:2006-11-21 修回日期:2007-02-14 发布日期:2007-09-28
  • 通讯作者: 陈艳

Three-Component One-Pot Synthesis of 1-Carboxymethy-6-aryl-1,2,3,4,5,6-hexahydroindeno[2,3-b]quinoline-5,11–dione

CHEN Yan*,a,TU Shu-Jiangb,JIANG Bob,LI Chun-Meib   

  1. (a School of Chemistry and Chemical Engineering, Xuzhou Institute of Technology Col-lege, Xuzhou 221008)
    (b Key Laboratory of Biotechnology on Medical Plant of Ji-angsu Province, School of Chemistry and
    Chemical Engineering, Xuzhou Normal University, Xuzhou 221116)
  • Received:2006-11-21 Revised:2007-02-14 Published:2007-09-28
  • Contact: CHEN Yan

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以芳醛、1,3-茚二酮、烯胺酮为原料, 冰醋酸为溶剂, 三组分一锅法合成了一系列茚并[2,3-b]喹啉类化合物. 该反应产率高(83%～93%)、操作简单、后处理方便. 产物的结构通过红外光谱、核磁共振谱和元素分析证实, 同时给出了该反应可能的反应机理.

关键词: 合成, 1-羧甲基-6-芳基-1,2,3,4,5,6-六氢茚并[2,3-b]喹啉-5,11-二酮, 芳醛, 烯胺酮, 1,3-茚二酮

A series of indeno[2,3-b]quinoline-5,11-diones were synthesized by the one-pot three component reaction of aromatic aldehydes, 1,3-indanedione and enaminones in acetic acid. This method has the advan-tage of high yields (83%～93%) and simple workup procedure. The structures of the products were identi-fied by IR, 1H NMR spectra and elemental analysis. In addition mechanism to account for the reaction was proposed.

Key words: aromatic aldehyde, 1,3-indanedione, enaminone, synthesis, 1-carboxymethy-6-aryl-1,2,3,4,5,6-hexahydroindeno[2,3-b]quinoline-5,11-dione