Synthesis of 3-Aminopyrido[2,1-a]isoquinolin-4-one Derivatives via Condensation of Azlactones with 1-Alkyl-3,4-dihydroisoquinolines

被引:4
|
作者
Shuvalov, Vladislav Yu [1 ]
Samsonenko, Anna L. [2 ]
Rozhkova, Yuliya S. [3 ]
Morozov, Vyacheslav V. [3 ]
Shklyaev, Yurii, V [3 ]
Fisyuk, Alexander S. [2 ]
机构
[1] Omsk State Tech Univ, Lab New Organ Mat, 11 Mira Ave, Omsk 644050, Russia
[2] Omsk FM Dostoevsky State Univ, Dept Dept Organ Chem, 55a Mira Ave, Omsk 644077, Russia
[3] Inst Tech Chem UB RAS, 3 Akad Korolyeva St, Perm 614013, Russia
来源
CHEMISTRYSELECT | 2021年 / 6卷 / 41期
基金
俄罗斯科学基金会;
关键词
3-aminopyridin-2(1H)-one; azlactone; nitrogen heterocycles; pyrido[2; 1-a]isoquinoline; tautomerism; ALPHA-GLUCOSIDASE INHIBITORS; ISOQUINOLINE ALKALOIDS; ASYMMETRIC-SYNTHESIS; AZA-ANNULATION; GROB REACTION; ONE-STEP; REACTIVITY; ENAMINONES; BERBERINE; DESIGN;
D O I
10.1002/slct.202103028
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reactions of available 1-alkyl-3,4-dihydroisoquinolines with 4-(2,2,2-trifluoroacetyl)-, 4-acetyl- or 4-(ethoxy-methylene)-2-aryloxazol-5(4H)-ones were studied. A series of new 3-amino-6,7-dihydro-4H-pyrido[2,1-a]isoquinolin-4-one derivatives was synthesized. The intermediates formed as a result of the addition of azlactone to 1-methyl-3,4-dihydroisoquinoline were isolated. The effect of the nature of the substituents, as well as the reaction conditions on the yield and structure of the title products was revealed.
引用
收藏
页码:11265 / 11269
页数:5
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