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Synthesis and x-ray structural studies of substituted 2,3,4,5-tetrahydro-1H-3-benzazonine and a 1,2,3,5-tetrahydro-4,3-benzoxazonine
journal contributionposted on 2023-05-18, 16:38 authored by Bailey, TS, Bremner, JB, Skelton, BW, White, AH
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.
Department/SchoolSchool of Natural Sciences
PublisherMolecular Diversity Preservation International
Place of publicationMatthaeusstrasse 11, Basel, Switzerland, Ch-4057
Rights statement© 2014 the authors Licensed under Creative Commons Attribution 4.0 International (CC BY 4.0) https://creativecommons.org/licenses/by/4.0/