Abstract
The reaction of α-substituted 2-quinoxalylacetonitriles with 1-alkyl(aryl)imidazoles, -benzimidazoles, -1,2,4-triazoles and 5,6-dihydroimidazo[i,j]quinoline was studied. It was found that during the course of the reaction an unusually easy dealkylation of the azole ring takes place, while the aryl substituent is not split off. A reaction mechanism has been proposed including the formation of an ylide intermediate, followed by subsequent electrophilic attack on the C(2) position of the azolium ring. The applicability boundaries of the reaction studied and the spectral characteristics of the synthesized compounds were investigated.
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