3,4,5,6-Tetrahydro-2H-3,6-epoxybenzo[g][1,4]oxazocine - A new bridged heterocyclic system

被引：0

作者：

Khardina, Polina A. ^{[1
]}

Buev, Evgeny M. ^{[1
]}

Moshkin, Vladimir S. ^{[1
]}

Sosnovskikh, Vyacheslav Y. ^{[1
]}

机构：

[1] Ural Fed Univ, Inst Nat Sci & Math, Ekaterinburg 620000, Russia

来源：

TETRAHEDRON LETTERS | 2025年 / 155卷

关键词：

Salicylic aldehydes; Nonstabilized azomethine ylides; 5-Aryloxazolidines; Oxazocines; 3+2]-Cycloaddition;

D O I：

10.1016/j.tetlet.2024.155405

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Salicylic aldehydes readily undergo alkylation with bromoacetaldehyde diethyl acetal, subsequent [3+2]cycloaddition with nonstabilized azomethine ylide and consequent hydrolysis of the oxazolidine and acetal groups leads to 4-methyl and 4-benzyl-3,4,5,6-tetrahydro-2H-3,6-epoxybenzo[g][1,4]oxazocines in 15-65 % overall yields. N-Unsubstituted oxazocines were prepared by the Henry reaction of the alkylated salicylic aldehydes followed by reduction and hydrolysis in 22-40 % overall yields based on starting salicylic aldehyde.

引用

页数：4

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