One-pot synthesis of 4H-benzo[b]pyrans and dihydropyrano[c]chromenes using inorganic-organic hybrid magnetic nanocatalyst in water

被引:147
|
作者
Khoobi, Mehdi [2 ]
Ma'mani, Leila [2 ]
Rezazadeh, Faezeh [3 ]
Zareie, Zeinab [3 ]
Forournadi, Alireza [2 ]
Ramazani, Ali [3 ]
Shafiee, Abbas [1 ,2 ]
机构
[1] Univ Tehran Med Sci, Dept Med Chem, Fac Pharm, Tehran 14176, Iran
[2] Univ Tehran Med Sci, Pharmaceut Sci Res Ctr, Tehran 14176, Iran
[3] Zanjan Univ, Dept Chem, Zanjan, Iran
基金
美国国家科学基金会;
关键词
Inorganic-organic hybrid nanocatalyst; Hydroxyapatite encapsulated maghemite nanoparticles; Organocatalyst; 4H-benzo[b]pyrans; Dihydropyrano[c]chromenes; SURFACE-AREA MGO; TETRABUTYLAMMONIUM BROMIDE; HETEROGENEOUS CATALYST; 3-COMPONENT SYNTHESIS; EFFICIENT SYNTHESIS; HIGHLY EFFICIENT; GREEN SYNTHESIS; IONIC LIQUIDS; DERIVATIVES; NANOPARTICLES;
D O I
10.1016/j.molcata.2012.03.023
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
The synthesized nanocatalyst in this work provides a green and useful method to obtain 4H-benzo[b]pyrans and dihydropyrano[c]chromenes in aqueous media. The catalyst shows environmental benign character, which can be easily prepared, stored, recovered without obvious significant loss of activity. Due to water-resistant and superparamagnetic nano-nature of the catalyst, it could be easily separated by the application of an external magnetic device and reused conveniently. The synthesized inorganic-organic hybrid nanocatalyst has fully been characterized by magnetic, adsorptive and thermal techniques (transmission and scanning electron microscopy (TEM & SEM), Fourier transform spectroscopy infrared (FTIR), thermo gravimetric analysis (TGA), X-ray Diffraction (XRD), Brunauer Emmett Teller (BET) and vibrational sampling magnetometer (VSM)), which reveal of the superparamagnetic nano-nature of the particles. In summary, the magnetically inorganic-organic hybrid nanocatalyst supported on hydroxyapatite encapsulated gamma-Fe2O3 was found to be quite excellent and clean catalytic system for the synthesis of 4H-benzopyrans and 2-amino-5-oxo-4-aryl-4,5-dihydropyrano[3.2-c]chromene-3-carbonitriles. (C) 2012 Elsevier B.V. All rights reserved.
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页码:74 / 80
页数:7
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