Journal of the Chemical Society. Perkin transactions I p. 1395 - 1399 (1983)
Update date:2022-08-03
Topics:
Molina, Pedro
Tarraga, Alberto
Vilaplana, Maria Jesus
Hurtado, Emilia
Lorenzo, Mercedes
A number of derivatives of brigehead nitrogen heterocycles from pyrylium salts and amidrazones have been prepared. 2-Methylthio-4,6-diphenylpyrylium tetrafluoroborate (13) reacts with N3-aryl substituted amidazones to yield derivatives of <1,2,4>triazolo<1,5-a>pyridin-1-ium tetrafluoroborates <(17)-(21)>. 2-Ethoxycarbonyl-4,6-diphenylpyrylium (14) reacts with N3-aryl substituted amidrazones to give 4-oxopyrido<2,1-f><1,2,4>triazin-9-ium derivatives <(23)-(27)>.Compound (14) also reacts under neutral conditions with unsubstituted amidrazones to yield the corresponding pyridinium salts <(29)-(33)>; these cyclised on treatment with base giving the zwitterionic 4-oxidopyrido<2,1-f><1,2,4>triazin-9-ium compounds <(34)-(39)>.
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