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Synthesis and spectral properties of furyl-substituted pyridines and pyrylium and pyridinium salts

โœ Scribed by V. N. Novikov; Ya. R. Tymyanskii; V. M. Feigel'man; M. I. Knyazhanskii


Publisher
Springer US
Year
1988
Tongue
English
Weight
282 KB
Volume
24
Category
Article
ISSN
0009-3122

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โœฆ Synopsis


Diphenyl-4-(5-R-2-furyl)pyrylium and 2,4-diphenyl-6-(5-bromo-2-furyl)pyrylium perchlorates and the corresponding pyridines and l-methylpyridinium perchlorates were synthesized.

On the basis of the UV and PMR spectra it was concluded that there is significant electronic interaction of the furylium substituent with the pyrylium and pyridinium cations.

Pyrylium salts Ia-d and IV were converted to the corresponding pyridines IIa-d and V and N-methylpyridinium salts IIIa-d and VI by the action of ammonia and methylamine.

Data on the properties of I-VI are presented in Tables 1-3.


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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