SYNTHESIS OF AZOLO[<i>a</i>]PYRIDINES FROM 5-(BROMOMETHYL)HEPT-4-EN-3-ONE AND 5-BROMOPENT-3-EN-2-ONE DERIVATIVES

Abstract

Alkyl derivatives of 1H-imidazo[1,2-a]pyridin-4-ium, 5H-pyrido[1,2-a]benzimidazol-10-ium, 1H-[1,2,4]-triazolo[4,3-a]pyridin-4-ium, and 3-methylthiazolo[3,2-a]pyridin-4-ium bromides were obtained in two stages from (4Z)-5-(bromomethyl)-2,2,6,6-tetramethylhept-4-en-3-one, 5-bromo-4-methylpent-3-en-2-one, or (3E)-5-bromopent-3-en-2-one by alkylation of 1-alkyl-1H-imidazoles, 1-alkyl-1H-benzimidazoles, 1-methyl-1H-1,2,4-triazole, and 4-methylthiazole and subsequent cyclization of the quaternary azolium salts in the presence of bases.

Authors: L. M. Potikha, A. R. Turelik, and V. A. Kovtunenko.

English translation in Chemistry of Heterocyclic Compounds, 2011, 47 (11), pp 1436-1444

http://link.springer.com/article/10.1007/s10593-012-0931-4