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2015 , Vol. 35 >Issue 3: 719 - 723

DOI: https://doi.org/10.6023/cjoc201408032

研究论文

串联合成新型色烯-茚二酮类化合物

  • 饶寅 ,
  • 刘美林 ,
  • 殷国栋
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  • 湖北师范学院化学化工学院 稀有金属化学湖北省协同创新中心 黄石 435002

收稿日期: 2014-08-27

  修回日期: 2014-10-24

  网络出版日期: 2014-11-07

基金资助

湖北省教育厅重点项目基金(No. D20142501)和国家自然科学基金(No. 21102042)资助项目.

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Domino Synthesis of Novel Chromene-Indanedione Derivatives

  • Rao Yin ,
  • Liu Meilin ,
  • Yin Guodong
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  • Hubei Collaborative Innovation Center for Rare Metal Chemistry, College of Chemistry and Chemical Engineering, Hubei Normal University, Huangshi 435002

Received date: 2014-08-27

  Revised date: 2014-10-24

  Online published: 2014-11-07

Supported by

Project supported by the Educational Commission of Hubei Province (No. D20142501) and the National Natural Science Foundation of China (No. 21102042).

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摘要

报道了一种合成新型色烯-茚二酮类化合物3的方法. 该反应以简单易得的2-羟基查尔酮(1)和1,3-茚二酮(2)为原料, 以甲苯为溶剂在无催化剂条件下进行反应. 所有化合物的结构都通过了1H NMR, 13C NMR, IR和HRMS的表征. 该反应的可能机理为分子间迈克尔加成/分子内环化/氧化的串联过程. 目标产物3a～3h的紫外最大吸收波长在464～482 nm之间.

关键词： 色烯; 1,3-茚二酮; 2-羟基查尔酮; 串联反应

本文引用格式

饶寅 , 刘美林 , 殷国栋 . 串联合成新型色烯-茚二酮类化合物[J]. 有机化学, 2015 , 35(3) : 719 -723 . DOI: 10.6023/cjoc201408032

Abstract

A simple method for the synthesis of novel chromene-indanedione derivatives (3) has been developed by the reaction of 2-hydroxychalcones (1) with 1,3-indanedione (2) in reflux toluene under catalyst-free conditions. All the compounds were characterized by means of 1H NMR, 13C NMR, IR and HRMS. This reaction probably underwent a domino Michael addition/cyclization/oxidation process. The UV-Vis spectroscopy indicated that the maximum absorption wavelengths of the products 3a～3h were at the range of 464～482 nm.

Key words： chromene; 1,3-indanedione; 2-hydroxychalcones; domino reaction

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