有机化学 ›› 2014, Vol. 34 ›› Issue (1): 204-209.DOI: 10.6023/cjoc201307047 上一篇    下一篇

研究简报

香豆素并[4,3-b]吡喃-4-酮类衍生物的有效合成方法

王道林a, 杨菲菲a, 刘忠b, 董哲a, 赵伟a   

  1. a 渤海大学化学化工与食品安全学院 辽宁省功能化合物合成与应用重点实验室 锦州 121003;
    b 吉林省石油化工设计研究院 长春 130021
  • 收稿日期:2013-07-29 修回日期:2013-08-24 发布日期:2013-09-30
  • 通讯作者: 王道林 E-mail:wangdaolin@sina.com

Synthesis of Coumarino[4,3-b]pyran-4-one Derivatives

Wang Daolina, Yang Feifeia, Liu Zhongb, Dong Zhea, Zhao Weia   

  1. a Key Laboratory of Synthesis & Application of Functional Compound, College of Chemistry, Chemical Engineering & Food Safety, Bohai University, Jinzhou 121003;
    b Jilin Research Institute of Petrochemical Technology, Changchun 130021
  • Received:2013-07-29 Revised:2013-08-24 Published:2013-09-30

在哌啶和聚乙二醇-400的作用下,通过3-乙酰基-4-羟基香豆素与芳香醛的缩合反应,合成了3-肉桂酰基-4-羟基香豆素,接着在I2-DMSO氧化体系下,成功制备了一系列香豆素并[4,3-b]吡喃-4-酮衍生物. 该反应操作简单、条件温和、收率良好. 产物结构经NMR,IR,MS及元素分析数据得以证实.

关键词: 香豆素, 3-肉桂酰基-4-羟基香豆素, 香豆素并[4,3-b]吡喃-4-酮, 碘, 合成

An efficient and easy method for the synthesis of coumarino[4,3-b]pyran-4-one derivatives underwent oxidative cyclization of 3-cinnamoyl-4-hydroxycoumarins, synthesized from condensation between 3-acetyl-4-hydroxycoumarin and aromatic aldehydes in the presence of piperidine and PEG-400 by using iodine in DMSO, has been described. All of above compounds have been confirmed by NMR, IR, MS spectra and elemental analysis.

Key words: coumarin, 3-cinnamoyl-4-hydroxycoumarins, coumarino[4,3-b]pyran-4-one, iodine, synthesis