Azulene-substituted pyridines and pyridinium salts. Synthesis and structure. 1. Azulene-substituted pyridines

✍ Scribed by Alexandru C. Razus; Liviu Birzan; Claudia Pavel; Oana Lehadus; Andreea Corbu; Filip Chiraleu; Cristian Enache

• Publisher: Journal of Heterocyclic Chemistry
• Year: 2007
• Tongue: English
• Weight: 347 KB
• Volume: 44
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.5570440142

✦ Synopsis

in ethanol 1) +AzH in CH 3 NO 2 2) AcONH 4 (a) (b)

4-Azulen-1-yl substituted 2,6-dimethyl-and 2,6-diphenyl-pyridines are obtained in good yields from the reaction of corresponding 4-azulen-1-yl-pyranylium salts and ammonium acetate in ethanol or starting from 4-chloro-2,6-diphenyl-pyranylium salts in two steps: reaction with azulenes followed by in situ treatment with ammonium acetate. The effect of substitution at the 3-position of the heterocycle was taken into account. The structure assignment was accomplished with NMR and uv-vis spectra.