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野黄芩素的合成与表征
引用本文:王晶,刘湘,董保平,吕新,许伟超. 野黄芩素的合成与表征[J]. 化学研究与应用, 2012, 24(3): 480-483
作者姓名:王晶  刘湘  董保平  吕新  许伟超
作者单位:江南大学化学与材料工程学院,江苏无锡,214122
基金项目:国家重点实验室专项经费项目
摘    要:本文以3,4,5-三甲氧基苯酚与对甲氧基肉桂酰氯为原料,在三氟化硼-乙醚络合物催化下,发生Friedel–Crafts反应,生成9-羟基-5,6,7,4’–四甲氧基查尔酮;然后9-羟基-5,6,7,4’–四甲氧基查尔酮在碘的二甲基亚砜溶液中发生分子内环合得到5,6,7,4’-四甲氧基黄酮;最后在酸性条件下,5,6,7,4’-四甲氧基黄酮发生去甲基化水解反应制得野黄芩素,总产率达到54%。化合物结构经IR,1H NMR和MS表征。该方法简单易行,具有广泛的应用前景。

关 键 词:野黄芩素  3,4,5-三甲氧基苯酚  查尔酮  合成

Synthesis and characterization of scutellarein
WANG Jing , LIU Xiang , DONG Bao-ping , LV Xin , XU Wei-chao. Synthesis and characterization of scutellarein[J]. Chemical Research and Application, 2012, 24(3): 480-483
Authors:WANG Jing    LIU Xiang    DONG Bao-ping    LV Xin    XU Wei-chao
Affiliation:(School of Chemical and Material Engineering,Jiangnan University,Wuxi 214122,China)
Abstract:In this paper,3,4,5-trimethoxyphenol was directly acylated with p-methoxycinnamoyl chloride to give corresponding chalcone in the presence of BF3-Et2O complex by Friedel-Crafts reaction.Under the action of I2/DMSO,5,6,7,4′-tetramethoxylflavone was obtained by intramolecular cyclization of chalcone.Finally,the demethylation of 5,6,7,4′-tetramethoxylflavone was performed to give the desired scutellarein in the overall yield of 54%.The structures of all compounds were confirmed by IR,1H NMR and MS.The method was concise,efficient and had a wide range of applications.
Keywords:scutellarein  3,4,5-trimethoxyphenol  chalcone  synthesis
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