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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

Citation

Bailey, TS and Bremner, JB and Skelton, BW and White, AH, 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, Molecules, 20, (1) pp. 487-502. ISSN 1420-3049 (2015) [Refereed Article]


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2014 the authors Licensed under Creative Commons Attribution 4.0 International (CC BY 4.0) https://creativecommons.org/licenses/by/4.0/

DOI: doi:10.3390/molecules20010487

Abstract

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.

Item Details

Item Type:Refereed Article
Keywords:large rings, x-ray crystal structures, benzazonine, benzoxazonine
Research Division:Chemical Sciences
Research Group:Inorganic Chemistry
Research Field:Transition Metal Chemistry
Objective Division:Expanding Knowledge
Objective Group:Expanding Knowledge
Objective Field:Expanding Knowledge in the Chemical Sciences
Author:Bailey, TS (Mr Timothy Samuel Bailey)
Author:Bremner, JB (Professor John Bremner)
ID Code:106290
Year Published:2015
Web of Science® Times Cited:1
Deposited By:Chemistry
Deposited On:2016-02-04
Last Modified:2016-08-25
Downloads:16 View Download Statistics

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