Triazine functionalized ordered mesoporous organosilica as a novel organocatalyst for the facile one-pot synthesis of 2-amino-4H-chromenes under solvent-free conditions

被引:62
|
作者
Mondal, John [1 ]
Modak, Arindam [1 ]
Nandi, Mahasweta [2 ]
Uyama, Hiroshi [2 ]
Bhaumik, Asim [1 ]
机构
[1] Indian Assoc Cultivat Sci, Dept Mat Sci, Jadavpur 700032, India
[2] Osaka Univ, Dept Appl Chem, Grad Sch Engn, Suita, Osaka 5650871, Japan
来源
RSC ADVANCES | 2012年 / 2卷 / 30期
关键词
ASYMMETRIC ALDOL REACTION; AQUA MEDIATED SYNTHESIS; SUBSTITUTED; 2-AMINO-2-CHROMENES; HETEROCYCLIC SYNTHESIS; SUSTAINABLE CHEMISTRY; SALEN COMPLEXES; AQUEOUS-MEDIA; CATALYSTS; DERIVATIVES; SILICA;
D O I
10.1039/c2ra22291d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly ordered 2D-hexagonal mesoporous material functionalized with a triazine moiety has been synthesized via post-synthetic modification of mesoporous SBA-15 with thiols followed by a thiol-ene click reaction using 2,4,6-triallyloxy-1,3,5-triazine. A facile one-pot three-component condensation reaction of aromatic aldehyde, malononitrile and activated phenols for the synthesis of a diverse range of 2-amino-4H-chromenes has been efficiently catalyzed over this novel mesoporous metal-free heterogeneous organocatalyst under solvent-free reaction conditions. Further, this organocatalytic reaction is waste-free, easy to work-up and efficiently reused. The organic products have been isolated from the reaction mixture by using easily disposable solvents and can be easily purified by re-crystallization.
引用
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页码:11306 / 11317
页数:12
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