Zeolite catalysed synthesis of coumarin derivatives
Zeolite catalysed synthesis of coumarin derivatives
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DOI：
10.1016/1381-1169(95)00156-5
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发表时间：
1995-11-23
影响因子：
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通讯作者：
vanBekkum, H
中科院分区：
文献类型：
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作者：
Gunnewegh, EA;Hoefnagel, AJ;vanBekkum, H
研究了在H-Beta沸石或Amberlyst-15沸石等固体酸催化剂的催化下，以甲苯为溶剂，间位取代酚与α,β-不饱和羧酸直接合成香豆素衍生物。该转化涉及酯化，然后是烷基化（闭环）。通过芳香环上的适当取代基和通过酯的β-碳的迈克尔活化来促进酯的闭环。通过改变反应物来研究这些影响。当使用间苯二酚和丙烯酸作为反应物时，7-羟基-3,4-二氢香豆素以高产率形成。
The direct synthesis of coumarin derivatives from m-substituted phenols and alpha,beta-unsaturated carboxylic acids catalysed by solid-acid catalysts, such as zeolite H-Beta or Amberlyst-15, in toluene as solvent was studied. The conversion involves esterification followed by alkylation (ring closure). Ring closure of the ester is promoted both by an appropriate substituent on the aromatic ring and by Michael activation of the beta-carbon of the ester. These influences were studied by variation of the reactants. 7-Hydroxy-3,4-dihydrocoumarin is formed in high yield when resorcinol and propenoic acid are used as reactants.