Secondary amines immobilized inside magnetic mesoporous materials as a recyclable basic and oxidative heterogeneous nanocatalyst for the synthesis of trisubstituted pyrimidine derivatives

被引:11
作者
Aryan, Reza [1 ]
Beyzaei, Hamid [1 ]
Nojavan, Masoomeh [1 ]
Dianatipour, Tahereh [1 ]
机构
[1] Univ Zabol, Dept Chem, Fac Sci, POB 9861335856, Zabol, Iran
关键词
Magnetic mesoporous material; Hybrid organic-inorganic catalyst; Piperazine; Pyrimidine derivatives; Multicomponent reaction; METAL-ORGANIC FRAMEWORK; ALPHA-FE2O3-MCM-41; NANOPARTICLES; STABILITY; CATALYSTS; EFFICIENT; CO2;
D O I
10.1007/s11164-015-2284-y
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel magnetic MCM-41 nanocomposite-based catalyst is reported for the first time in the multicomponent synthesis of trisubstituted pyrimidines in which piperazine is immobilized inside the mesochannels of magnetic MCM-41 as an organic base (alpha-Fe2O3-MCM-41-piperazine). This nanocatalyst was thoroughly characterized by various techniques such as FT-IR, XRD, SEM, TEM, EDX and N-2-adsorption isotherms. Very uniform dispersion and ordered mesopores of alpha-Fe2O3-MCM-41 causes piperazine molecules to be distributed very finely on the internal surface of the pores, resulting in a very useful and robust magnetically recyclable amine-based heterogeneous nanocatalyst. This catalytic system showed remarkable activity in the solvent-free synthesis of 2,4,6-trisubstituted pyrimidine derivatives.
引用
收藏
页码:4417 / 4431
页数:15
相关论文
共 51 条
[1]   Solid support synthesis of 6-aryl-2-substituted pyrimidin-4-yl phenols as anti-infective agents [J].
Agarwal, A ;
Srivastava, K ;
Puri, SK ;
Sinha, S ;
Chauhan, PMS .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (22) :4923-4926
[2]   Synthesis of 2,4,6-trisubstituted pyrimidines as antimalarial agents [J].
Agarwal, A ;
Srivastava, K ;
Puri, SK ;
Chauhan, PMS .
BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (15) :4645-4650
[3]   Antimalarial activity of 2,4,6-trisubstituted pyrimidines [J].
Agarwal, A ;
Srivastava, K ;
Puri, SK ;
Chauhan, PMS .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (07) :1881-1883
[4]  
Anupama B., 2012, INT J RES PHARM CHEM, V2, P231
[5]   Nanoparticles as recyclable catalysts: The frontier between homogeneous and heterogeneous catalysis [J].
Astruc, D ;
Lu, F ;
Aranzaes, JR .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (48) :7852-7872
[6]   Temperature-Induced Uptake of CO2 and Formation of Carbamates in Mesocaged Silica Modified with n-Propylamines [J].
Bacsik, Zoltan ;
Atluri, Rambabu ;
Garcia-Bennett, Alfonso E. ;
Hedin, Niklas .
LANGMUIR, 2010, 26 (12) :10013-10024
[7]   THE DETERMINATION OF PORE VOLUME AND AREA DISTRIBUTIONS IN POROUS SUBSTANCES .1. COMPUTATIONS FROM NITROGEN ISOTHERMS [J].
BARRETT, EP ;
JOYNER, LG ;
HALENDA, PP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1951, 73 (01) :373-380
[8]   Chiral piperazines as efficient catalysts for the asymmetric Michael addition of aldehydes to nitroalkenes [J].
Barros, Maria Teresa ;
Phillips, Ana Maria Faisca .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 2007 (01) :178-185
[9]   STRUCTURE OF LATHYRINE [J].
BELL, EA ;
FOSTER, RG .
NATURE, 1962, 194 (4823) :91-+
[10]  
Chang L.H., 2010, SCI CHINA CHEM, V53, P1502