通过(E)-2-亚芳基-3-环己烯酮和伯胺的亚胺缩合-异芳构化合成 2-苄基 N-取代苯胺

IF 2.2 4区化学 Q2 CHEMISTRY, ORGANIC

Beilstein Journal of Organic Chemistry Pub Date : 2024-07-02 DOI:10.3762/bjoc.20.130

Lu Li, Na Li, Xiao-Tian Mo, Ming-Wei Yuan, Lin Jiang, Ming-Long Yuan

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引用次数: 0

摘要

摘要从(E)-2-亚芳基-3-环己烯酮和伯胺合成 2-苄基 N-取代苯胺的方法不需要催化剂和添加剂。该反应通过依次进行的亚胺缩合–异芳香化途径顺利进行，以可接受的高产率获得一系列合成上有用的苯胺衍生物。反应条件温和，不需要金属催化剂，操作简单，具有扩大生产规模的潜力，这些都是这种转化方法的突出优点。Chem.2024, 20, 1468–1475. doi:10.3762/bjoc.20.130

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Synthesis of 2-benzyl N-substituted anilines via imine condensation–isoaromatization of (E)-2-arylidene-3-cyclohexenones and primary amines

Abstract

A catalyst- and additive-free synthesis of 2-benzyl N-substituted anilines from (E)-2-arylidene-3-cyclohexenones and primary amines has been reported. The reaction proceeds smoothly through a sequential imine condensation–isoaromatization pathway, affording a series of synthetically useful aniline derivatives in acceptable to high yields. Mild reaction conditions, no requirement of metal catalysts, operational simplicity and the potential for scale-up production are some of the highlighted advantages of this transformation.

Beilstein J. Org. Chem. 2024, 20, 1468–1475. doi:10.3762/bjoc.20.130

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来源期刊

Beilstein Journal of Organic Chemistry 化学-有机化学

CiteScore

4.90

自引率

3.70%

发文量

167

审稿时长

1.4 months

期刊介绍： The Beilstein Journal of Organic Chemistry is an international, peer-reviewed, Open Access journal. It provides a unique platform for rapid publication without any charges (free for author and reader) – Platinum Open Access. The content is freely accessible 365 days a year to any user worldwide. Articles are available online immediately upon publication and are publicly archived in all major repositories. In addition, it provides a platform for publishing thematic issues (theme-based collections of articles) on topical issues in organic chemistry. The journal publishes high quality research and reviews in all areas of organic chemistry, including organic synthesis, organic reactions, natural product chemistry, structural investigations, supramolecular chemistry and chemical biology.