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Chinese Journal of Organic Chemistry >

2019 , Vol. 39 >Issue 10: 2843 - 2850

DOI: https://doi.org/10.6023/cjoc201902030

ARTICLE

Synthesis of Tetrahydrobenzo[a]xanthen-11-ones Catalyzed byAcid Ionic Liquid Functionalized β-Cyclodextrin in Water

  • Xiaoqin Liu ,
  • Fei Wang ,
  • Hui Sun ,
  • Mengya Zheng ,
  • Hualan Wang ,
  • Kai Gong
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  • a School of Pharmaceutical Science, Jiangnan University, Wuxi 214122
    b Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education,Hangzhou Normal University, Hangzhou 311121

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)

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Abstract

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.

Key words： ionic liquid; β-cyclodextrin; multicomponent reactions; tetrahydrobenzo[a] xanthen-11-ones; aqueous media

Cite this article

Xiaoqin Liu , Fei Wang , Hui Sun , Mengya Zheng , Hualan Wang , Kai Gong . Synthesis of Tetrahydrobenzo[a]xanthen-11-ones Catalyzed byAcid Ionic Liquid Functionalized β-Cyclodextrin in Water[J]. Chinese Journal of Organic Chemistry, 2019 , 39(10) : 2843 -2850 . DOI: 10.6023/cjoc201902030

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