Issue 7, 1988

Nitrogen bridgehead compounds. Part 73. Ring transformation of nitrogen bridgehead ring systems

Abstract

In an investigation of the role of the substituents in position 3 in the ring-transformation reaction 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.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1988, 1287-1289

Nitrogen bridgehead compounds. Part 73. Ring transformation of nitrogen bridgehead ring systems

I. Hermecz, L. Vasvári-Debreczy and K. Simon, J. Chem. Soc., Perkin Trans. 2, 1988, 1287 DOI: 10.1039/P29880001287

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