香豆素并[4,3-b]吡喃-4-酮类衍生物的有效合成方法
收稿日期: 2013-07-29
修回日期: 2013-08-24
网络出版日期: 2013-09-30
Synthesis of Coumarino[4,3-b]pyran-4-one Derivatives
Received date: 2013-07-29
Revised date: 2013-08-24
Online published: 2013-09-30
在哌啶和聚乙二醇-400的作用下，通过3-乙酰基-4-羟基香豆素与芳香醛的缩合反应，合成了3-肉桂酰基-4-羟基香豆素，接着在I2-DMSO氧化体系下，成功制备了一系列香豆素并[4，3-b]吡喃-4-酮衍生物. 该反应操作简单、条件温和、收率良好. 产物结构经NMR，IR，MS及元素分析数据得以证实.
关键词： 香豆素; 3-肉桂酰基-4-羟基香豆素, 香豆素并[4,3-b]吡喃-4-酮; 碘; 合成
王道林 , 杨菲菲 , 刘忠 , 董哲 , 赵伟 . 香豆素并[4,3-b]吡喃-4-酮类衍生物的有效合成方法[J]. 有机化学, 2014 , 34(1) : 204 -209 . DOI: 10.6023/cjoc201307047
An efficient and easy method for the synthesis of coumarino[4,3-b]pyran-4-one derivatives underwent oxidative cyclization of 3-cinnamoyl-4-hydroxycoumarins, synthesized from condensation between 3-acetyl-4-hydroxycoumarin and aromatic aldehydes in the presence of piperidine and PEG-400 by using iodine in DMSO, has been described. All of above compounds have been confirmed by NMR, IR, MS spectra and elemental analysis.
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