Application of magnetic Fe3O4 nanoparticles as a reusable heterogeneous catalyst in the synthesis of β-lactams containing amino groups

被引:22
作者
Moslehi, Aleme [1 ]
Zarei, Maaroof [1 ]
机构
[1] Univ Hormozgan, Fac Sci, Dept Chem, Bandar Abbas 71961, Iran
关键词
STEREOSELECTIVE-SYNTHESIS; CHEMOSELECTIVE REDUCTION; BIOLOGICAL EVALUATION; NITRO-COMPOUNDS; 2-AZETIDINONES; HYDROGENATION; NITROARENES; EFFICIENT; DESIGN; IMINES;
D O I
10.1039/c9nj02759a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Herein we report the catalytic activity of magnetic Fe3O4 nanoparticles to promote the reduction of beta-lactams containing nitroaryl groups to beta-lactams containing aminoaryl groups in ethanol. The catalytic experimental conditions have been optimized to maximize the reaction productivity. This convenient and green catalytic methodology is effective to synthesize aminoaryl-beta-lactams containing sustainable groups such as Cl, MeO, alkenyl C?C, pyridine rings and beta-lactam carbonyl.
引用
收藏
页码:12690 / 12697
页数:8
相关论文
共 53 条
[1]   Design, synthesis, and proposed active site binding analysis of monocyclic 2-azetidinone inhibitors of prostate specific antigen [J].
Adlington, RM ;
Baldwin, JE ;
Becker, GW ;
Chen, BN ;
Cheng, LF ;
Cooper, SL ;
Hermann, RB ;
Howe, TJ ;
McCoull, W ;
McNulty, AM ;
Neubauer, BL ;
Pritchard, GJ .
JOURNAL OF MEDICINAL CHEMISTRY, 2001, 44 (10) :1491-1508
[2]   Nanoceria supported cobalt(0) nanoparticles: a magnetically separable and reusable catalyst in hydrogen generation from the hydrolysis of ammonia borane [J].
Akbayrak, Serdar ;
Taneroglu, Oguzcan ;
Ozkar, Saim .
NEW JOURNAL OF CHEMISTRY, 2017, 41 (14) :6546-6552
[3]   (2-Chloropyridin-3-yl)(4-nitrobenzylidene)amine [J].
Akkurt, M ;
Karaca, S ;
Jarrahpour, AA ;
Zarei, M ;
Büyükgüngör, O .
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2005, 61 :O776-O778
[4]   Synthesis and biological evaluation of some novel diastereoselective benzothiazole β-lactam conjugates [J].
Alborz, Maryam ;
Jarrahpour, Aliasghar ;
Pournejati, Roya ;
Karbalaei-Heidari, Hamid Reza ;
Sinou, Veronique ;
Latour, Christine ;
Brunel, Jean Michel ;
Sharghi, Hashem ;
Aberi, Mandi ;
Turos, Edward ;
Wojtas, Lukasz .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2018, 143 :283-291
[5]   β-lactams:: Versatile building blocks for the stereoselective synthesis of non-β-lactam products [J].
Alcaide, Benito ;
Almendros, Pedro ;
Aragoncillo, Cristina .
CHEMICAL REVIEWS, 2007, 107 (11) :4437-4492
[6]   A hybrid polyketone-SiO2 support for palladium catalysts and their applications in cinnamaldehyde hydrogenation and in 1-phenylethanol oxidation [J].
Antonetti, Claudia ;
Toniolo, Luigi ;
Cavinato, Gianni ;
Forte, Claudia ;
Ghignoli, Chiara ;
Ishak, Randa ;
Cavani, Fabrizio ;
Galletti, Anna Maria Raspolli .
APPLIED CATALYSIS A-GENERAL, 2015, 496 :40-50
[7]  
Astruc D., 2008, NANOPARTICLES CATALY
[8]  
Bernal H. G., 2017, P INT C DGMK SCI OGE
[9]   β-lactam cholesterol absorption inhibitors [J].
Burnett, DA .
CURRENT MEDICINAL CHEMISTRY, 2004, 11 (14) :1873-1887
[10]   Hydrazine-mediated Reduction of Nitro and Azide Functionalities Catalyzed by Highly Active and Reusable Magnetic Iron Oxide Nanocrystals [J].
Cantillo, David ;
Moghaddam, Mojtaba Mirhosseini ;
Kappe, C. Oliver .
JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (09) :4530-4542