金(I)催化合成 N-烯基 2-吡啶仲胺。

IF 2.9 3区 化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2024-06-07 DOI:10.1039/D4OB00815D
Ali Osman Karatavuk
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引用次数: 0

摘要

在酸性条件下,通过金催化 2-丙炔氧基吡啶和 2-(丁-3-炔-1-氧基)吡啶的重排反应,可以高产率地获得 N-烯基 2-吡啶胺。由于这种方法在合成仲胺的一锅反应中具有出色的转化效率,因此非常实用。该方法的第一步是通过环化反应生成吡啶鎓盐,下一步是通过亲核加成现象完成重排。这种方法可将伯胺转化为仲胺,产生单一产物。此外,该方法对几种吡啶和苯胺衍生物具有很高的耐受性,因此生成的产品收率极高。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

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Gold(i)-catalyzed synthesis of N-alkenyl 2-pyridonyl sec-amines†

N-Alkenyl 2-pyridonyl amines are afforded in high yields via a gold-catalyzed rearrangement of 2-propargyloxypyridine and 2-(but-3-yn-1-yloxy)pyridine under acidic conditions. This approach exhibits significant utility due to its outstanding efficiency of conversion in the synthesis of secondary amines as a one-pot reaction. The initial step of the method involves a cyclization reaction for the production of pyridinium salts, followed by the next stage, where rearrangement is accomplished through the nucleophilic addition phenomenon. This approach provides the conversion of primary amines into secondary amines, resulting in a single product. Furthermore, the methodology presents a high degree of tolerance towards several pyridine and aniline derivatives, resulting in the formation of products with excellent yields.

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来源期刊
Organic & Biomolecular Chemistry
Organic & Biomolecular Chemistry 化学-有机化学
CiteScore
5.50
自引率
9.40%
发文量
1056
审稿时长
1.3 months
期刊介绍: The international home of synthetic, physical and biomolecular organic chemistry.
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