Substituent effects in the BF3-mediated acylation of phenols with cinnamic acids

Substituent effects in the BF3-mediated acylation of phenols with cinnamic acids
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DOI:
10.1080/1057563031000072604
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发表时间:
2003-10-01
影响因子:
2.2
通讯作者:
Barron, D
Barron, D
中科院分区:
化学3区
文献类型:
--
作者:
Daskiewicz, JB;Barron, D

文献摘要

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间苯二酚与4-硝基肉桂酸经BF3醚酰化反应制得2‘,4’-二羟基-4-硝基查尔酮。相反,当使用对甲氧基肉桂酸或对香豆酸时,反应的主要产物是香豆素伞形酮,而不存在查尔酮。这些影响与肉桂酸部分上存在的取代基的性质有关。
2',4'- Dihydroxy- 4- nitrochalcone was obtained by BF3 etherate acylation of resorcinol with 4- nitrocinnamic acid. Instead, when p- methoxycinnamic or p- coumaric acids were used, the main product of the reaction was the coumarin umbelliferone, while no chalcone was present. These effects are commented in relation to the nature of the substituent present on the cinnamic acid moiety.