γ-Fe2O3@Cu3Al-LDH-TUD as a new Amphoteric, Highly Efficient and Recyclable Heterogeneous Catalyst for the Solvent-free Synthesis of Dihydropyrano[3,2-c]pyrazoles and dihydropyrano[3,2-c]chromens

被引:27
作者
Azarifar, Davood [1 ]
Tadayoni, Mehrdad [1 ]
Ghaemi, Masoumeh [1 ]
机构
[1] Bu Ali Sina Univ, Dept Chem, Hamadan 65178, Iran
关键词
layered double hydroxide (LDH); nanocatalyst; pyrano[3; 2-c]chromene; 2-c]pyrazole; -Fe2O3@Cu3Al-LDH-TUD nanoparticle; ONE-POT SYNTHESIS; ORGANIC-SYNTHESIS; NANOPARTICLES SYNTHESIS; MAGNETIC NANOPARTICLES; FACILE CATALYST; AQUEOUS-MEDIA; DERIVATIVES; METAL; WATER; ACID;
D O I
10.1002/aoc.4293
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Thiourea dioxide was immobilized on -Fe2O3@Cu3Al-LDH magnetic nanoparticles to prepare the -Fe2O3@Cu3Al-LDH-TUD MNPs. The structure and properties of these magnetic nanoparticles were established by FT-IR, EDX, SEM, XRD, and hystogram of particle size analytical methods. The results obtained from these analytical methods confirmed the successful immobilization of the thiourea dioxide onto the magnetic support. The synthesized magnetic nanoparticles (MNPs) exhibited high catalytic activity in one-pot three-component reactions under mild and solvent-free conditions for the synthesis of diverse ranges of dihydropyrano[3,2-c]pyrazoles and dihydropyrano[3,2-c]chromens. All the reactions proceeded smoothly to furnish the respective products in excellent yields. Simple isolation of the products, avoidance of harmful organic solvents, versatility of the catalyst and its easy magnetic separation and reusability with no significant loss of activity are the main advantages of the present method.
引用
收藏
页数:13
相关论文
共 71 条
[11]   The impact of nanoscience on heterogeneous catalysis [J].
Bell, AT .
SCIENCE, 2003, 299 (5613) :1688-1691
[12]   SYNTHESIS AND PHARMACOLOGICAL ACTIVITY OF 2-OXO-(2H) 1-BENZOPYRAN-3-CARBOXAMIDE DERIVATIVES [J].
BONSIGNORE, L ;
LOY, G ;
SECCI, D ;
CALIGNANO, A .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1993, 28 (06) :517-520
[13]   HYDROTALCITE-TYPE ANIONIC CLAYS: PREPARATION, PROPERTIES AND APPLICATIONS [J].
Cavani, F. ;
Trifiro, F. ;
Vaccari, A. .
CATALYSIS TODAY, 1991, 11 (02) :173-301
[14]  
Cave G.W. V., 2001, CHEM COMMUN, V2159
[15]  
Chichester, 1972, CHEM PLANT PIGMENTS
[16]   Bifunctional nanocrystalline MgO for chiral epoxy ketones via Claisen-Schmidt condensation-asymmetric epoxidation reactions [J].
Choudary, BM ;
Kantam, ML ;
Ranganath, KVS ;
Mahendar, K ;
Sreedhar, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (11) :3396-3397
[17]   Supported gold nanoparticles from quantum dot to mesoscopic size scale:: Effect of electronic and structural properties on catalytic hydrogenation of conjugated functional groups [J].
Claus, P ;
Brückner, A ;
Mohr, C ;
Hofmeister, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (46) :11430-11439
[18]   Magnetic Nanoparticles: Synthesis, Stabilization, Functionalization, Characterization, and Applications [J].
Faraji, M. ;
Yamini, Y. ;
Rezaee, M. .
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2010, 7 (01) :1-37
[19]   Electrogenerated base-promoted synthesis of tetrahydrobenzo[b]pyran derivatives [J].
Fotouhi, Lida ;
Heravi, Majid M. ;
Fatehi, Azadeh ;
Bakhtiari, Khadijeh .
TETRAHEDRON LETTERS, 2007, 48 (31) :5379-5381
[20]   Fluoride ion catalyzed multicomponent reactions for efficient synthesis of 4H-chromene and N-arylquinoline derivatives in aqueous media [J].
Gao, Shijay ;
Tsai, Cheng Hsuan ;
Tseng, Chi ;
Yao, Ching-Fa .
TETRAHEDRON, 2008, 64 (38) :9143-9149