Nitrogen bridgehead compounds. Part 73.1 ring transformation of nitrogen bridgehead ring systems

I. Hermecz, Lelle Vasvári-Debreczy, Kálmán Simon

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Abstract

In an investigation of the role of the substituents in position 3 in the ring-transformation reactions of 6-substituted nitrogen bridgehead condensed pyrimidinones (1) it was revealed that the resonance effect of the substituent in position 3 may play a more significant role than its field contribution. X-Ray crystallographic analysis confirms the structures of pyrido[1,2-a]pyrimidine-3-acetates (7) and (8). While the bicycle of 6-unsubstituted (7) is nearly planar, that of 6-methyl-substituted (8) is twisted around the C(4)–N(5) bond; the consequence of a 1—3 interaction of the substituents in peri positions 4 and 6.

Original languageEnglish
Pages (from-to)1287-1289
Number of pages3
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number7
DOIs
Publication statusPublished - 1988

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Pyrimidinones
Nitrogen Compounds
Bicycles
Acetates
Nitrogen
X rays
pyrimidine

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  • Chemistry(all)

Cite this

Nitrogen bridgehead compounds. Part 73.1 ring transformation of nitrogen bridgehead ring systems. / Hermecz, I.; Vasvári-Debreczy, Lelle; Simon, Kálmán.

In: Journal of the Chemical Society, Perkin Transactions 2, No. 7, 1988, p. 1287-1289.

Research output: Contribution to journalArticle

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