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4-甲氧基-7H-呋喃[3,2-g][1]苯并吡喃-7-酮制备的新方法
引用本文:钱华,刘大斌,王亮.4-甲氧基-7H-呋喃[3,2-g][1]苯并吡喃-7-酮制备的新方法[J].应用化学,2009,26(9):1084-1087.
作者姓名:钱华  刘大斌  王亮
作者单位:(南京理工大学化工学院 南京 210094)
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  
收稿时间:2008-08-29
修稿时间:2009-03-06

New synthetic Method of 4-Methoxy-7H-Furo[3,2-g][1]benzopyran-7-one
QIAN Hua,LIU Da-Bin,WANG Liang.New synthetic Method of 4-Methoxy-7H-Furo[3,2-g][1]benzopyran-7-one[J].Chinese Journal of Applied Chemistry,2009,26(9):1084-1087.
Authors:QIAN Hua  LIU Da-Bin  WANG Liang
Institution:(College of Chemistry,Nanjing University of Science and Technology,Nanjing 210094)
Abstract:A novel and simple method for the preparation of 4-Methoxy-7H-Furo3,2-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.
Keywords:furanocoumarins  bergapten  phloroglucinol  total synthesis
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