Syntheses and Applications of 1,2,3-Triazole-Fused Pyrazines and Pyridazines

Abstract

Pyrazines and pyridazines fused to 1,2,3-triazoles comprise a set of heterocycles obtained through a variety of synthetic routes. Two typical modes of constructing these heterocyclic ring systems are cyclizing a heterocyclic diamine with a nitrite or reacting hydrazine hydrate with dicarbonyl 1,2,3-triazoles. Several unique methods are known, particularly for the synthesis of 1,2,3-triazolo[1,5-a]pyrazines and their benzo-fused quinoxaline and quinoxalinone-containing analogs. Recent applications detail the use of these heterocycles in medicinal chemistry (c-Met inhibition or GABAA modulating activity) as fluorescent probes and as structural units of polymers.

Keywords

• synthesis
• 1,2,3-triazole
• fused 1,2,3-triazole
• 1,2,3-triazolo[4,5-<i>b</i>]pyrazine
• 1,2,3-triazolo[4,5-<i>c</i>]pyridazine
• 1,2,3-triazolo[4,5-<i>d</i>]pyridazine