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.
机构:
Univ Kashan, Coll Chem, Dept Organ Chem, Organ Chem Res Lab, Kashan 8731751167, IranUniv Kashan, Coll Chem, Dept Organ Chem, Organ Chem Res Lab, Kashan 8731751167, Iran
Safari, Javad
Zarnegar, Zohre
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Univ Kashan, Coll Chem, Dept Organ Chem, Organ Chem Res Lab, Kashan 8731751167, IranUniv Kashan, Coll Chem, Dept Organ Chem, Organ Chem Res Lab, Kashan 8731751167, Iran
Zarnegar, Zohre
Heydarian, Marzieh
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机构:
Univ Kashan, Coll Chem, Dept Organ Chem, Organ Chem Res Lab, Kashan 8731751167, IranUniv Kashan, Coll Chem, Dept Organ Chem, Organ Chem Res Lab, Kashan 8731751167, Iran
机构:
Iran Polymer & Petrochem Inst, Fac Petrochem, Gas Convers Dept, POB 14975-112, Tehran, IranIran Polymer & Petrochem Inst, Fac Petrochem, Gas Convers Dept, POB 14975-112, Tehran, Iran
Sadjadi, Samahe
Heravi, Majid M.
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机构:
Alzahra Univ, Sch Sci, Dept Chem, POB 1993891176, Tehran, IranIran Polymer & Petrochem Inst, Fac Petrochem, Gas Convers Dept, POB 14975-112, Tehran, Iran
Heravi, Majid M.
Zadsirjan, Vahideh
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Alzahra Univ, Sch Sci, Dept Chem, POB 1993891176, Tehran, IranIran Polymer & Petrochem Inst, Fac Petrochem, Gas Convers Dept, POB 14975-112, Tehran, Iran
Zadsirjan, Vahideh
Ebrahimizadeh, Maryam
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机构:
Alzahra Univ, Sch Sci, Dept Chem, POB 1993891176, Tehran, IranIran Polymer & Petrochem Inst, Fac Petrochem, Gas Convers Dept, POB 14975-112, Tehran, Iran
机构:
Hebei Normal Univ, Coll Chem & Mat Sci, Shijiazhuang 050024, Peoples R ChinaHebei Normal Univ, Coll Chem & Mat Sci, Shijiazhuang 050024, Peoples R China
Guo, Rui-Yun
An, Zhi-Min
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Hebei Normal Univ, Coll Chem & Mat Sci, Shijiazhuang 050024, Peoples R ChinaHebei Normal Univ, Coll Chem & Mat Sci, Shijiazhuang 050024, Peoples R China
An, Zhi-Min
Mo, Li-Ping
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Hebei Normal Univ, Coll Chem & Mat Sci, Shijiazhuang 050024, Peoples R ChinaHebei Normal Univ, Coll Chem & Mat Sci, Shijiazhuang 050024, Peoples R China
Mo, Li-Ping
Wang, Rui-Zhi
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机构:
Hebei Normal Univ, Coll Chem & Mat Sci, Shijiazhuang 050024, Peoples R ChinaHebei Normal Univ, Coll Chem & Mat Sci, Shijiazhuang 050024, Peoples R China
Wang, Rui-Zhi
Liu, Hong-Xia
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Hebei Normal Univ, Coll Chem & Mat Sci, Shijiazhuang 050024, Peoples R ChinaHebei Normal Univ, Coll Chem & Mat Sci, Shijiazhuang 050024, Peoples R China
Liu, Hong-Xia
Wang, Shu-Xia
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机构:
Hebei Normal Univ, Coll Chem & Mat Sci, Shijiazhuang 050024, Peoples R ChinaHebei Normal Univ, Coll Chem & Mat Sci, Shijiazhuang 050024, Peoples R China
Wang, Shu-Xia
Zhang, Zhan-Hui
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机构:
Hebei Normal Univ, Coll Chem & Mat Sci, Shijiazhuang 050024, Peoples R ChinaHebei Normal Univ, Coll Chem & Mat Sci, Shijiazhuang 050024, Peoples R China