中华医学超声杂志

应用化学 ›› 2009, Vol. 26 ›› Issue (09): 1084-1087.

• 研究论文 • 上一篇    下一篇

4-甲氧基-7H-呋喃[3,2-g][1]苯并吡喃-7-酮制备的新方法

钱华*,刘大斌,王亮   

  1. (南京理工大学化工学院 南京 210094)
  • 收稿日期:2008-08-29 修回日期:2009-03-06 出版日期:2009-09-10 发布日期:2009-09-10
  • 通讯作者: 钱华，男，博士，讲师; E-mail:jyqianhua@yahoo.com.cn; 研究方向：精细化工，含能材料

New synthetic Method of 4-Methoxy-7H-Furo[3,2-g][1]benzopyran-7-one

QIAN Hua*, LIU Da-Bin, WANG Liang   

  1. (College of Chemistry，Nanjing University of Science and Technology，Nanjing 210094)
  • Received:2008-08-29 Revised:2009-03-06 Published:2009-09-10 Online:2009-09-10

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摘要：

以间苯三酚为起始原料，通过醚化反应、碘化反应、Pechmann反应、偶联反应、水解反应和脱羧反应合成了目标产物4-甲氧基-7H-呋喃[3,2-g][1]苯并吡喃-7-酮。经红外光谱、质谱、核磁共振测试技术对各化合物的结构进行了表征。优化了醚化反应和碘化反应的工艺条件，并探索了通过选择性碘化反应、Pechmann反应和偶联反应来合成目标化合物的可行性。反应均在常压下进行，反应条件温和，后处理相对简单，为呋喃香豆素类化合物的制备提供了新方法。

关键词: 呋喃香豆素，香柑内酯，间苯三酚，全合成

Abstract:

A novel and simple method for the preparation of 4-Methoxy-7H-Furo[3,2-g][1]benzopyran-7-one was proposed in this paper, which was synthesized from phloroglucinol and ethyl propiolate by etherification, iodination, Pechmann condensation, coupling reaction, hydrolysis and decarboxylation. Intermediates and the target compounds were characterized by IR, MS and 1H NMR. The proper technological parameters were ascertained by experiments and the feasibility of route to linear furanocoumarins by regioselective iodination, Pechmann condensation and coupling reaction were studied. All reactions were proceeded under normal pressure with mild condition and relatively simple post treatment, which is a new method for the preparation of furanocoumarins.

Key words: furanocoumarins, bergapten, phloroglucinol, total synthesis

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