Substituted, Fused, Tricyclic 6,7-Dihydro-1H,5H-pyrido[1,2,3-de]quinoxaline-3-amines by Isocyanide-Abetted Cycloaddition Reaction

被引:6
作者
Azad, Chandra S. [1 ]
Narula, Anudeep K. [1 ]
机构
[1] Guru Gobind Singh Indraprastha Univ, Hygeia, Ctr Excellence Pharmaceut Sci, Sect 16-C, New Delhi 110078, India
关键词
Cycloaddition; Fused-ring systems; Polycycles; Isocyanides; Multicomponent reactions; MULTICOMPONENT REACTIONS; 3,4-DIHYDROQUINOXALIN-2-AMINE DERIVATIVES; 1,6-DIHYDROPYRAZINE-2,3-DICARBONITRILE DERIVATIVES; 3-COMPONENT SYNTHESIS; AZOMETHINE IMINES; ORGANIC-SYNTHESIS; HETEROCYCLES; EFFICIENT; CATALYST; DIVERSITY;
D O I
10.1002/ejoc.201701118
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new method for the synthesis of substituted, fused, tricyclic 6,7-dihydro-1H,5H-pyrido[1,2,3-de]quinoxaline-3-amine derivatives from aldehydes, isocyanides, and 1,2,3,4-tetrahydroquinolin-8-amine in the presence of scandium(III) trifluoromethanesulfonate as the catalyst was developed. An inventive approach for the activation of the nitrilium ion with an in situ formed 4-(dimethylamino)pyridine-stabilized imine synthon was also explored to enhance the yield of the desired, fused, tricyclic systems.
引用
收藏
页码:6413 / 6416
页数:4
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