Nitrogen bridgehead compounds. Part 34. A study of tautomerism in 9-formyltetrahydro-4H-pyrido[1,2-a]pyrimidin-4-ones by 1H, 13C, and 15N nuclear magnetic resonance spectroscopy

Gábor Tóth, Áron Szöllosy, Csaba Szántay, István Hermecz, Ágnes Horváth, Zoltán Mészáros

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Abstract

It has been established (1H and 13C n.m.r.) that for 9-formyltetrahydro-4H-pyrido[1,2-a]pyrimidin-4-ones the tautomeric system imine ⇌ enamine ⇌ enol-imine [(A) ⇌ (B) ⇌ (C)] is dominated by form (B) which is stabilized by internal hydrogen bonds. The presence of ca. 15% of (C) in the equilibrium was shown by 15N n.m.r. while no (A) could be detected.

Original languageEnglish
Pages (from-to)1153-1155
Number of pages3
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number8
DOIs
Publication statusPublished - Jan 1 1983

ASJC Scopus subject areas

  • Chemistry(all)

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