水相中酸性离子液体功能化β-环糊精催化合成四氢苯并[a]氧杂蒽-11-酮衍生物
收稿日期: 2019-02-26
修回日期: 2019-04-16
网络出版日期: 2019-06-06
基金资助
国家自然科学基金(51303069);国家自然科学基金(21303036);中央高校基本科研业务费专项资金(JUSRP21940);浙江省重中之重资助项目(ZX15001018)
Synthesis of Tetrahydrobenzo[a]xanthen-11-ones Catalyzed byAcid Ionic Liquid Functionalized β-Cyclodextrin in Water
Received date: 2019-02-26
Revised date: 2019-04-16
Online published: 2019-06-06
Supported by
Project supported by the National Natural Science Foundation of China(51303069);Project supported by the National Natural Science Foundation of China(21303036);The Fundamental Research Funds for the Central Universities(JUSRP21940);The Key Disciplines in Zhejiang Province(ZX15001018)
结合β-环糊精和离子液体的优点, 制备了酸性离子液体功能化的β-环糊精(β-CD-AIL), 采用FT-IR, 1H NMR和 13C NMR对其结构进行表征. β-CD-AIL催化芳香醛、β-萘酚和1,3-二羰基化合物合成一系列12-芳基-8,9,10,12-四氢苯并[a]氧杂蒽-11-酮衍生物. 实验结果表明, β-CD-AIL具有良好的催化性能和可循环性能. 该方法具有反应条件温和、反应快、良好产率和操作简单等优点.
关键词： 离子液体; β-环糊精; 多组分反应; 四氢苯并[a]氧杂蒽-11-酮衍生物; 水相反应
刘孝庆 , 王菲 , 孙慧 , 郑梦雅 , 王华兰 , 巩凯 . 水相中酸性离子液体功能化β-环糊精催化合成四氢苯并[a]氧杂蒽-11-酮衍生物[J]. 有机化学, 2019 , 39(10) : 2843 -2850 . DOI: 10.6023/cjoc201902030
Taking advantage of biocompatible β-cyclodextrin (β-CD) and ionic liquid (IL), β-cyclodextrin functionalized with acid ionic liquid (β-CD-AIL) was prepared and characterized by FT-IR, 1H NMR and 13C NMR. β-CD-AIL was evaluated as catalyst for the preparation of 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-ones via one-pot condensation reaction of β-naphthol, aromatic aldehydes and cyclic 1,3-dicarbonyl compounds. The results showed that β-CD-AIL behaved excellent efficiency and recyclability. The key benefits of this protocol involve mild reaction conditions, fast reaction speed, good to excellent yields and simple operational procedure.
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