A Dication-Mediated Rapid 4-Amination of Methoxy Pyridine

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2026-10-17 DOI:10.1021/acs.orglett.6c03138

Yang Liu,Daniel Brüx,Florian Kleemiss,Florian F. Mulks

引用次数: 0

Abstract

Abstract 4-Aminopyridines are key structures in pharmaceuticals. SNAr reactions typically require electron-deficient starting materials, and it remains difficult to overcome this limitation without the use of transition metals. Herein, we report the urea-based organic dication as a highly effective reagent for the activation of 4-methoxypyridine with respect to amination reactions. This method broadly tolerates functional groups, including electron-withdrawing and -donating substituents and even free nucleophiles. This method allows chromatographic procedures to be bypassed during workups, ultimately leading to a more sustainable profile.

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甲氧基吡啶的指示-介导4-胺化反应

摘要4-氨基吡啶是药物中的关键结构。SNAr反应通常需要缺乏电子的起始材料，如果不使用过渡金属，很难克服这一限制。在这里，我们报道了尿素基有机催化作为一种高效的试剂，在胺化反应中活化4-甲氧基吡啶。该方法广泛适用于官能团，包括吸电子和供电子取代基，甚至自由亲核试剂。该方法允许在检查过程中绕过色谱程序，最终获得更可持续的剖面。

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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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.