Convenient Assembly of Privileged (Hetero)Arene-Fused Benzo[1.4]oxazepines by Two Tandem SNAr Events. Part 2-The Use of o-[N-(Hetero)aryl]aminomethyl Phenols

被引：2

作者：

Firsov, Andrey ^{[1
]}

Sapegin, Alexander ^{[1
]}

Krasavin, Mikhail ^{[1
]}

机构：

[1] St Petersburg State Univ, St Petersburg 199034, Russia

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 2019卷 / 31-32期

基金：

俄罗斯科学基金会;

关键词：

Nucleophilic aromatic substitution; Smiles rearrangement; 1; 4]Oxazepines; Privileged structures; Reactivity-matched synthons; CONSTRUCTION; STRATEGY;

D O I：

10.1002/ejoc.201900264

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

As was anticipated based on mechanistic reasoning, bis-nucleophilic o-(arylamino)methyl phenols underwent a facile, base-promoted cyclocondensation with reactivity matched bis-electrophilic (hetero)aromatic substrates to give a rare type of substituted diarene-fused [1.4]oxazepines. This finding further supports the idea of the importance of the Smiles rearrangement in the interim of two SNAr events ultimately leading to the formation of the central cycle in the newly formed tricylic scaffold.

引用

页码：5242 / 5246

页数：5

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