An efficient and recyclable 3D printed α-Al2O3 catalyst for the multicomponent assembly of bioactive heterocycles

被引:83
作者
Azuaje, Jhonny [1 ,2 ,4 ]
Tubio, Carmen R. [3 ]
Escalante, Luz [1 ,2 ]
Gomez, Monica [3 ]
Guitian, Francisco [3 ]
Coelho, Alberto [1 ,2 ,4 ]
Caamano, Olga [2 ,4 ]
Gil, Alvaro [3 ]
Sotelo, Eddy [1 ,2 ,4 ]
机构
[1] Univ Santiago de Compostela, Ctr Singular Invest Quim Biol & Mat Mol CIQUS, E-15782 Santiago De Compostela, Spain
[2] Univ Santiago de Compostela, Fac Farm, Dept Quim Organ, E-15782 Santiago De Compostela, Spain
[3] Univ Santiago de Compostela, Inst Ceram, E-15782 Santiago De Compostela, Spain
[4] Univ Santiago de Compostela, IFI, E-15782 Santiago De Compostela, Spain
关键词
3D printing; Al2O3; Multicomponent reactions; 1,4-Dihydropyrimidines; 3,4-Dihydropyrimidin-2(1H)-ones; BIGINELLI DIHYDROPYRIMIDINE SYNTHESIS; GREEN CHEMISTRY; GAMMA-ALUMINA; 4-COMPONENT SYNTHESIS; ETHANOL DEHYDRATION; MESOPOROUS ALUMINA; LEWIS ACIDITY; SOLVENT-FREE; ONE-POT; SURFACE;
D O I
10.1016/j.apcata.2016.11.031
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A catalytic methodology is reported that enables the efficient, operationally simple and environmentally friendly synthesis of diverse 1,4-dihydropyridines and 3,4-dihydropyrimidin-2(1H)-ones, including some relevant drugs and pharmacologically active derivatives. This strategy is based on the use of a 3D printed Al2O3 woodpile material that was sintered to generate a rigid structure with controlled porosity and noteworthy catalytic performance. The 3D printed Al2O3 catalyst exhibits remarkable efficacy as a Lewis acid in Biginelli and Hantzsch reactions and it can be recovered and reused ten times without any decrease in the activity. Remarkable E factors, excellent recyclability and scalability, broad substrate scope, short reaction times, excellent yields, solvent-free conditions and easy isolation procedures are key features of this methodology. (C) 2016 Elsevier B.V. All rights reserved.
引用
收藏
页码:203 / 210
页数:8
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