有机化学 ›› 2015, Vol. 35 ›› Issue (3): 719-723.DOI: 10.6023/cjoc201408032 上一篇    下一篇

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   

  1. 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 出版日期:2015-03-25 发布日期:2014-11-07
  • 通讯作者: 殷国栋 E-mail:gdyin_hbnu@163.com,gdyin@hbnu.edu.cn
  • 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.

Domino Synthesis of Novel Chromene-Indanedione Derivatives

Rao Yin, Liu Meilin, Yin Guodong   

  1. Hubei Collaborative Innovation Center for Rare Metal Chemistry, College of Chemistry and Chemical Engineering, Hubei Normal University, Huangshi 435002
  • Received:2014-08-27 Revised:2014-10-24 Online:2015-03-25 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).

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3a3h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

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 3a3h were at the range of 464~482 nm.

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