A Novel Solvent-Free Approach to Imidazole Containing Nitrogen-Bridgehead Heterocycles

被引:55
作者
Attanasi, Orazio A. [1 ]
Bianchi, Luca [1 ]
Campisi, Linda A. [1 ]
De Crescentini, Lucia [1 ]
Favi, Gianfranco [1 ]
Mantellini, Fabio [1 ]
机构
[1] Univ Urbino Carlo Bo, Dept Biomol Sci, Sect Organ Chem & Organ Nat Cpds, I-61029 Urbino, PU, Italy
关键词
ONE-POT SYNTHESIS; AMINOPYRIDINES; DERIVATIVES; FLUORESCENT; AZOALKENES; PYRIDINES; PYRROLES; AFFINITY; LIGANDS; ALPIDEM;
D O I
10.1021/ol4015267
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A very simple domino reaction under solvent-free conditions of various pyridine-like heterocycles with 1,2-diaza-1,3-dienes produces in good yields imidazo[1,2-a]pyridines, imidazo[1,2-a]quinolines, and imidazo[2,1-a]isoquinolines. The advantage of this one-pot transformation lies in the use of simple pyridine-like compounds without prefunctionalization of the starting heterocycles.
引用
收藏
页码:3646 / 3649
页数:4
相关论文
共 59 条
[11]  
Boerner RJ, 1997, PSYCHOPHARMAKOTHERAP, V4, P145
[12]   Enantioselective Synthesis of Dihydropyrazoles by Formal [4+1] Cycloaddition of in Situ-Derived Azoalkenes and Sulfur Ylides [J].
Chen, Jia-Rong ;
Dong, Wan-Rong ;
Candy, Mathieu ;
Pan, Fang-Fang ;
Joerres, Manuel ;
Bolm, Carsten .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (16) :6924-6927
[13]   General and Efficient Copper-Catalyzed Three-Component Coupling Reaction towards Imidazoheterocycles: One-Pot Synthesis of Alpidem and Zolpidem [J].
Chernyak, Natalia ;
Gevorgyan, Vladimir .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (15) :2743-2746
[14]  
Chiacchio AD., 1998, ARCH PHARM PHARM MED, V331, P273, DOI 10.1002/(SICI)1521-4184(19989)331:9andlt
[15]  
273::AID-ARDP273andgt
[16]  
3.0.CO
[17]  
2-R
[18]   Silver-Catalyzed Cyclization of N-(Prop-2-yn-1-yl) pyridin-2-amines [J].
Chioua, Mourad ;
Soriano, Elena ;
Infantes, Lourdes ;
Luisa Jimeno, M. ;
Marco-Contelles, Jose ;
Samadi, Abdelouahid .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (01) :35-39
[19]  
Couty F., 2008, Comprehensive Heterocyclic Chemistry III, V11, P409, DOI DOI 10.1016/B978-008044992-0.01010-5
[20]  
Deady LW, 2000, ANTI-CANCER DRUG DES, V15, P339