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IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-03-03 DOI:10.1021/acs.orglett.5c00261

Xiaohan Zhang, Fei Li, Yue Zhou, Junxian Zhang, Benwei Zhou, Lulu Chen, Jianping Lin, Changyuan Zhang

引用次数: 0

摘要

通过 Tf2O 介导的烯酮和酰基乙腈的 [3 + 2 + 1] 苯并氮化反应，开发出了一种合成多取代芳腈的新型高效方法。该反应在温和的条件下进行，官能团兼容性极佳。机理研究表明，环化反应包括两个连续的亲核加成反应，然后是级联克诺文纳格尔缩合反应和芳香化反应。此外，还发现三氟甲磺酸 6 是这一过程中的关键中间体。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Synthesis of Multisubstituted Arylnitriles via Tf2O-Mediated Benzannulation of Enaminones with Acylacetonitriles

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Synthesis of Multisubstituted Arylnitriles via Tf2O-Mediated Benzannulation of Enaminones with Acylacetonitriles

A novel and efficient method for the synthesis of multisubstituted arylnitriles via Tf₂O-mediated [3 + 2 + 1] benzannulation of enaminones and acylacetonitriles has been developed. This reaction proceeds under mild conditions with excellent functional group compatibility. Mechanistic studies have revealed that the cyclization involves two consecutive nucleophilic additions, followed by a cascade Knoevenagel condensation and aromatization. Additionally, trifluoromethanesulfonate 6 has been identified as a crucial intermediate in this process.

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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.