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

Asier Unciti-Broceta, Maria Jose Pineda-de-las-Infantas, Miguel Angel Gallo, Antonio Espinosa

Research output: Contribution to journalArticlepeer-review

Abstract

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.

Original languageEnglish
Pages (from-to)2262-2264
Number of pages3
JournalTetrahedron Letters
Volume51
Issue number17
DOIs
Publication statusPublished - 28 Apr 2010

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