- Reactions of tetrahydropyrido[4,5-d][1,2,4]triazolo[1,5-a]-pyrimidin-4-ones with activated alkynes. Synthesis of [1,2,4]triazolo[1′,5′:1,2] pyrimido[4,5-d]azocines
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Triazolo[1′,5′:1,2]pyrimido[4,5-d]azocines were synthesized by the tandem expansion of the tetrahydropyridine ring in tetrahydropyridotriazolopyrimidines by the action of activated alkynes. Under these conditions, triazolopyridopyrimidines benzylated at the nitrogen atom of the pyrimidine moiety undergo the Hofmann cleavage of the tetrahydropyridine ring to form 5-vinyltriazolo[1,5-a]pyrimidines.
- Voskressensky,Borisova,Ovcharov,Sorokina,Khrustalev,Varlamov
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- On Triazoles XVIII. An Unexpected Rearrangement Observed During the Reaction of 5-Amino-1,2,4-triazoles with N-Heterocyclic β-Oxo-esters
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In the course of the synthesis of pyrido-1,2,4-triazolopyrimidine derivatives 3c representing a novel ring system an unexpected rearrangement of the intermediate enamines to yield 5 was observed.A mechanism of the formation of 5 was suggested.The isomeric pyrido-1,2,4-triazolopyrimidine derivatives 4c containing also a new ring system were obtained, too.The structure of products obtained was proved with the help of their uv, cmr and X-ray spectra.
- Reiter, Jozsef,Rivo, Endre
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p. 971 - 980
(2007/10/02)
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