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

被引：1

作者：

Bailey, Timothy S. ^{[1
,2
]}

Bremner, John B. ^{[3
]}

Skelton, Brian W. ^{[4
,5
]}

White, Allan H. ^{[4
]}

机构：

[1] Univ Tasmania, Dept Chem, Hobart, Tas 7001, Australia

[2] Tasmanian Alkaloids Pty Ltd, Westbury, Tas 7303, Australia

[3] Univ Wollongong, Sch Chem, Wollongong, NSW 2522, Australia

[4] Univ Western Australia, Sch Chem & Biochem M310, Crawley, WA 6009, Australia

[5] Univ Western Australia, Ctr Microscopy Characterisat & Anal, Crawley, WA 6009, Australia

来源：

MOLECULES | 2015年 / 20卷 / 01期

基金：

澳大利亚研究理事会;

关键词：

large rings; X-ray crystal structures; benzazonine; benzoxazonine; QUATERNARY AMMONIUM-SALTS; MEDIUM-RING HETEROCYCLES; N-OXIDES; REARRANGEMENT; DERIVATIVES; YLIDES; PHOTOSOLVOLYSIS; 3-BENZAZONINE; ENLARGEMENT; SYSTEM;

D O I：

10.3390/molecules20010487

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

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.

引用

页码：487 / 502

页数：16

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