Synthesis and X-ray structural studies of a substituted 2,3,4,5-tetrahydro-1H-3-benzazonine and a 1,2,3,5-tetrahydro-4,3-benzoxazonine

T.S. Bailey, J.B. Bremner, Brian Skelton, Allan White

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

© 2014 by the authors licensee MDPI Basel Switzerland. Using a common 1-(1-phenylethenyl)-1,2,3,4-tetrahydroisoquinoline precursor to the required ylide or N-oxide intermediate, the Stevens [2,3] and analogous Meisenheimer [2,3] sigmatropic rearrangements have been applied to afford concise syntheses of phenyl -substituted representatives of each of the reduced 1H-3-benzazonine and 4,3-benzoxazonine systems, respectively. Single crystal X-ray structure determinations were employed to define the conformational characteristics for each ring type.
Original languageEnglish
Pages (from-to)487-502
Number of pages16
JournalMolecules
Volume20
Issue number1
DOIs
Publication statusPublished - 31 Dec 2014

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