Stereochemical studies. Part 30. Synthesis and conformational analysis of deca- and dodeca-hydropyrido[2,1-b]quinazolin-11-ones

Gábor Bernáth, Gábor Tóth, Ferenc Fülöp, Yörgy Göndös, Lajos Gera

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Abstract

cis- and trans-Decahydro- and dodecahydro-pyrido[2,1-b]quinazolin-11-ones have been synthesized and their preferred conformations established by 1H n.m.r. spectroscopy. At room temperature the A and B rings of the cis-decahydro derivatives are conformationally mobile, while the t-butyl derivatives have fixed conformations. The predominant conformation of the cis-dodecahydro-derivatives is that in which the C=O group is equatorial, the N atom is axial, and the configuration of the nitrogen bridgehead B/C fusion is trans.

Original languageEnglish
Pages (from-to)1765-1769
Number of pages5
JournalJournal of the Chemical Society, Perkin Transactions 1
Publication statusPublished - Dec 1 1979

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ASJC Scopus subject areas

  • Chemistry(all)

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