Pseudo-Five-Component Stereoselective Synthesis of Highly Functionalized 3-Azabicyclo[3.3.1]nona-2,7-dienes

被引:4
作者
Ismiyev, A. I. [1 ]
Dotsenko, V. V. [2 ,3 ]
Aksenov, N. A. [3 ]
Aksenova, I., V [3 ]
Magarramov, A. M. [1 ]
机构
[1] Baku State Univ, AZ-1148 Baku, Azerbaijan
[2] Kuban State Univ, Krasnodar 350040, Russia
[3] North Caucasus Fed Univ, Stavropol 355009, Russia
关键词
methylene active nitriles; cyanoacetic ester; multicomponent reactions (MCRs); cascade reactions; 3-azabicyclo[3; 3; 1]nonane; 2-amino-4H-pyrans; ONE-POT; MULTICOMPONENT REACTIONS; MALONONITRILE DIMER; ACTIVATED NITRILES; DERIVATIVES; CHEMISTRY; REARRANGEMENT; REACTIVITY; SCAFFOLDS; TACRINES;
D O I
10.1134/S1070363221050029
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The reaction of aromatic aldehydes with malononitrile, ethyl or butyl cyanoacetate and acetylacetone in the presence of NaOH under mild conditions (EtOH, 25 degrees C) led to the formation of new series of (1S,5R,6R,9R)/(1R,5S,6S,9S)-2-amino-6,9-diaryl-7-acetyl-8-methyl-4-oxo-5-cyano-3-azabicyclo[3.3.1]nona-2,7-diene-1-carboxylic acids esters. A plausible mechanism of the cascade reaction was proposed.
引用
收藏
页码:758 / 767
页数:10
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