Fe3O4 magnetic nanoparticles coated with a copolymer: a novel reusable catalyst for one-pot three-component synthesis of 2-amino-4H-chromene

被引:16
|
作者
Keshavarz, Mahdieh [1 ]
Abdoli-Senejani, Masumeh [1 ]
Hojati, Seyedeh Fatemeh [2 ]
Askari, Shivadokht [3 ]
机构
[1] Islamic Azad Univ, Arak Branch, Dept Chem, Arak, Iran
[2] Hakim Sabzevari Univ, Dept Chem, Fac Sci, Sabzevar 9617976487, Iran
[3] Tabriz Univ Med Sci, Fac Adv Med Sci, Dept Med Biotechnol, Tabriz, Iran
关键词
2-Amino-4H-chromene; Magnetic nanoparticles; Solvent-free condition; One-pot synthesis; PCL-PEG-PCL; GREEN SYNTHESIS; 4H-CHROMENE DERIVATIVES; BETA-LAPACHONE; IN-VITRO; EFFICIENT; 2-AMINO-5-OXO-5,6,7,8-TETRAHYDRO-4H-CHROMENES; POLYMERIZATION; VIVO;
D O I
10.1007/s11144-018-1361-9
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
In this paper, an efficient method for the synthesis of 2-amino-5-oxo-5,6,7,8-tetrahydro-4H-chromene derivatives is described. The method uses Fe3O4 magnetic nanoparticles coated with poly (epsilon-caprolactone)/poly (ethylene glycol)/poly (epsilon-caprolactone) (MNPs-Fe3O4/PCL-PEG-PCL) as a biodegradable and green catalyst under solvent-free conditions. The catalyst was prepared from PCL-PEG-PCL copolymer and MNPs-Fe3O4 and characterized by FT-IR, X-ray diffraction and SEM spectroscopy. Most aromatic aldehydes bearing electron-withdrawing or electron donating groups reacted successfully with malononitrile and dimedone under solvent-free conditions at 80 A degrees C. The corresponding chromenes were isolated in good to excellent yields and the structures of them were confirmed by H-1 NMR and IR spectroscopy. The catalyst could be recovered using an external magnet without a considerable loss in its catalytic activity. Moreover, some advantages of this method are simplicity of procedure, easy separation of the catalyst, high yields, efficiency, stability and non-toxicity of the catalyst, short reaction times, and environmentally benign conditions.
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页码:757 / 766
页数:10
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