MgO nanoparticles as an efficient and reusable catalyst for aza-Michael reaction

被引:22
作者
Tajbakhsh, Mahmood [1 ]
Farhang, Maryam [1 ]
Hosseini, Ali Asghar [2 ]
机构
[1] Univ Mazandaran, Fac Chem, Babol Sar, Iran
[2] Univ Mazandaran, Dept Phys, Nanotecnol Lab, Babol Sar, Iran
关键词
MgO nanoparticles; Conjugate addition; Aza-Michael; alpha; beta-Unsaturated compounds; Solvent free; NANOSIZED MAGNESIUM-OXIDE; NANOCRYSTALLINE MGO; HIGHLY EFFICIENT; AROMATIC-AMINES; IONIC LIQUID; ALPHA; BETA-UNSATURATED KETONES; 3-COMPONENT SYNTHESIS; MANNICH REACTION; HENRY REACTION; BASE CATALYST;
D O I
10.1007/s13738-013-0338-x
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
MgO nanoparticles were prepared by an improved sol-gel technique which appeared to have narrow size distributions. The synthesized magnesium oxide nanoparticles were used as an efficient catalyst in aza-Michael reaction for addition of amines to a series of alpha,beta-unsaturated carbonyl compounds and nitro olefins under solvent-free conditions at room temperature to afford high yields of the beta-amino carbonyl and beta-nitro amines. The catalyst can be recovered and reused at least five successive runs without loss of activity.
引用
收藏
页码:665 / 672
页数:8
相关论文
共 95 条
[1]  
Acc A., 2004, CHEM RES, V37, P102
[2]   An effective aza-Michael addition of aromatic amines to electron-deficient alkenes in alkaline Al2O3 [J].
Ai, Xin ;
Wang, Xin ;
Liu, Jin-ming ;
Ge, Ze-mei ;
Cheng, Tie-ming ;
Li, Run-tao .
TETRAHEDRON, 2010, 66 (29) :5373-5377
[3]   An asymmetric nitro-Mannich reaction applicable to alkyl, aryl, and heterocyclic imines [J].
Anderson, JC ;
Howell, GP ;
Lawrence, RM ;
Wilson, CS .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (14) :5665-5670
[4]   MgO powders: interplay between adsorbed species and localisation of basic sites [J].
Ardizzone, S ;
Bianchi, CL ;
Vercelli, B .
APPLIED SURFACE SCIENCE, 1998, 126 (1-2) :169-175
[5]   Efficient Bronsted acid-catalyzed aza-Michael reaction of amides and ureas with α,β-unsaturated enones under high-pressure conditions [J].
Azad, Saleha ;
Kobayashi, Tomohiro ;
Nakano, Keiji ;
Ichikawa, Yoshiyasu ;
Kotsuki, Hiyoshizo .
TETRAHEDRON LETTERS, 2009, 50 (01) :48-50
[6]   Nanosized magnesium oxide as a highly effective heterogeneous base catalyst for the rapid synthesis of pyranopyrazoles via a tandem four-component reaction [J].
Babaie, Maryam ;
Sheibani, Hassan .
ARABIAN JOURNAL OF CHEMISTRY, 2011, 4 (02) :159-162
[7]   Study on low carbon containing MgO-C refractory: Use of nano carbon [J].
Bag, Mousom ;
Adak, Sukumar ;
Sarkar, Ritwik .
CERAMICS INTERNATIONAL, 2012, 38 (03) :2339-2346
[8]   Evolution of β-blockers: from anti-anginal drugs to ligand-directed signalling [J].
Baker, Jillian G. ;
Hill, Stephen J. ;
Summers, Roger J. .
TRENDS IN PHARMACOLOGICAL SCIENCES, 2011, 32 (04) :227-234
[9]   H2O-CATALYZED SINTERING OF ALMOST-EQUAL-TO-2-NM-CROSS-SECTION PARTICLES OF MGO [J].
BERUTO, D ;
BOTTER, R ;
SEARCY, AW .
JOURNAL OF THE AMERICAN CERAMIC SOCIETY, 1987, 70 (03) :155-159
[10]   Y(NO3)3•6H2O catalyzed aza-Michael addition of aromatic/hetero-aromatic amines under solvent-free conditions [J].
Bhanushali, Mayur J. ;
Nandurkar, Nitin S. ;
Jagtap, Sachin R. ;
Bhanage, Bhalchandra M. .
CATALYSIS COMMUNICATIONS, 2008, 9 (06) :1189-1195