Synthesis of 9-alkyl-6-amino[1,2,4]triazolo[3,4-c]-5-azaquinoxalines. Mild and effective SNAr amination of highly electron-poor heterocycles

被引：2
|
作者：
Unciti-Broceta, Asier [1 ]
Jose Pineda-de-las-Infantas, Maria [2 ]
Angel Gallo, Miguel [2 ]
Espinosa, Antonio [2 ]
机构：
[1] Univ Edinburgh, Sch Chem, Edinburgh EH9 3JJ, Midlothian, Scotland
[2] Univ Granada, Fac Farm, Dept Quim Farmaceut & Organ, E-18071 Granada, Spain
来源：
TETRAHEDRON LETTERS | 2010年 / 51卷 / 17期
关键词：
ADENOSINE RECEPTOR ANTAGONISTS; EFFICIENT ONE-POT; ARYL HALIDES; BEHAVIOR; AMINES;
D O I：
10.1016/j.tetlet.2010.02.109
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The synthesis and characterization of five different 9-alkyl-6-amino[1,2,3]triazolo[3,4-c]-5-azaquinoxalines is described. Due to the notable electrophilic character of the C-6 position of the [1,2,4]triazol-o[3,4-c]-5-azaquinoxaline tricyclic system, SNAr amination was achieved simply by reacting the corresponding 6-chloro derivative with ammonia-saturated acetonitrile (a non-nucleophilic polar solvent) in a sealed reaction vessel, using microwave-mediated or conventional heating. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2262 / 2264
页数：3
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