Acid-Catalyzed [3+2] Cycloaddition of Enones with Azomethine Imines for Easy Access to Tetrahydropyrazolopyrazolones

被引:9
|
作者
Jovanovic, Jovana P. [1 ]
Bogdanovic, Goran A. [2 ]
Damljanovic, Ivan [1 ]
机构
[1] Univ Kragujevac, Fac Sci, Radoja Domanovica 12, Kragujevac 34000, Serbia
[2] Univ Belgrade, Vinca Inst Nucl Sci, POB 522, Belgrade 11001, Serbia
关键词
dipolar cycloaddition; N; N '-cyclic azomethine imine; enone; N '-bicyclic heterocycles; Lewis acid; ENANTIOSELECTIVE 1,3-DIPOLAR CYCLOADDITION; FACILE ACCESS; HETEROCYCLES; PYRAZOLIDINONES; ANNULATION; ALLENOATES; COMPLEXES; YLIDES; ESTERS; AMIDES;
D O I
10.1055/s-0036-1588678
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Aluminum chloride (AlCl3) or zirconium chloride (ZrCl4) catalyzes efficiently the [3+2] cycloaddition of N, N'-cyclic azomethine imines with enones which contain the vinyl group. The scope of the reaction towards various azomethine imines and enones has been explored. Access to diastereomerically pure 6-acyl-5-aryltetrahydropyrazolo[1,2-a] pyrazol-1(5H)-ones is provided by easy chromatographic separations.
引用
收藏
页码:664 / 668
页数:5
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