Fe 3 O 4 magnetic nanoparticles coated with a copolymer: a novel reusable catalyst for one-pot three-component synthesis of 2-amino-4 H -chromene

作者: Mahdieh Keshavarz , Masumeh Abdoli-Senejani , Seyedeh Fatemeh Hojati , Shivadokht Askari

DOI: 10.1007/S11144-018-1361-9

关键词:

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 uses Fe3O4 magnetic nanoparticles coated with poly (e-caprolactone)/poly (ethylene glycol)/poly (e-caprolactone) (MNPs-Fe3O4/PCL–PEG–PCL) as a biodegradable and green catalyst under solvent-free conditions. was prepared from PCL–PEG–PCL copolymer MNPs-Fe3O4 characterized by FT-IR, X-ray diffraction SEM spectroscopy. Most aromatic aldehydes bearing electron-withdrawing or electron donating groups reacted successfully malononitrile dimedone conditions at 80 °C. corresponding chromenes were isolated in good to excellent yields structures them confirmed 1H NMR IR could be recovered using external magnet without considerable loss its catalytic activity. Moreover, some advantages are simplicity procedure, easy separation catalyst, high yields, efficiency, stability non-toxicity short reaction times, environmentally benign

参考文章(31)
Maryam Pourmohammad, Masoud Mokhtary, K2CO3-catalyzed synthesis of 2-amino-3-cyano-4H-chromene derivatives with different substituents in water Comptes Rendus Chimie. ,vol. 18, pp. 554- 557 ,(2015) , 10.1016/J.CRCI.2014.09.008
Yaghoub SARRAFI, Ebrahim MEHRASBI, Amir VAHID, Mahmood TAJBAKHSH, Well-Ordered Mesoporous Silica Nanoparticles as a Recoverable Catalyst for One-Pot Multicomponent Synthesis of 4H-Chromene Derivatives Chinese Journal of Catalysis. ,vol. 33, pp. 1486- 1494 ,(2012) , 10.1016/S1872-2067(11)60423-3
Nareshkumar Jain, Jiayi Xu, Ramesh M. Kanojia, Fuyong Du, Guo Jian-Zhong, Emmanuel Pacia, Muh-Tsann Lai, Amy Musto, George Allan, Michael Reuman, Xun Li, DoWon Hahn, Martin Cousineau, Sean Peng, David Ritchie, Ronald Russell, Scott Lundeen, Zhihua Sui, Identification and structure-activity relationships of chromene-derived selective estrogen receptor modulators for treatment of postmenopausal symptoms. Journal of Medicinal Chemistry. ,vol. 52, pp. 7544- 7569 ,(2009) , 10.1021/JM900146E
R. Arundhathi, D. Damodara, Pravin R. Likhar, M. Lakshmi Kantam, P. Saravanan, Travis Magdaleno, Sun Hee Kwon, Fe3O4@mesoporouspolyaniline: A Highly Efficient and Magnetically Separable Catalyst for Cross-Coupling of Aryl Chlorides and Phenols Advanced Synthesis & Catalysis. ,vol. 353, pp. 1591- 1600 ,(2011) , 10.1002/ADSC.201100817
Xianqiao Liu, Yueping Guan, Zhiya Ma, Huizhou Liu, Surface modification and characterization of magnetic polymer nanospheres prepared by miniemulsion polymerization. Langmuir. ,vol. 20, pp. 10278- 10282 ,(2004) , 10.1021/LA0491908
Dalip Kumar, V. Buchi Reddy, Shashwat Sharad, Urvashi Dube, Suman Kapur, A facile one-pot green synthesis and antibacterial activity of 2-amino-4H-pyrans and 2-amino-5-oxo-5,6,7,8-tetrahydro-4H-chromenes. European Journal of Medicinal Chemistry. ,vol. 44, pp. 3805- 3809 ,(2009) , 10.1016/J.EJMECH.2009.04.017