通过后期溴化催化合成α-溴芳基乙酸

IF 2.5 3区化学 Q2 CHEMISTRY, ORGANIC European Journal of Organic Chemistry Pub Date : 2024-11-01 DOI:10.1002/ejoc.202400962

Junyu Wang, Xin Wu, Beining Wang, Xiangyang Yuan, Shengnan Yang, Haipeng Hu

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引用次数: 0

摘要

我们报告了一种催化后期溴化策略，用于芳基乙酸的 α-C-H 功能化。芳基乙酸在 (AcO)4B2O 和 DBU 的作用下转化为烯二醇，然后与三溴化吡啶发生亲电溴化反应。分离出多种 α-溴芳基乙酸，产率为 19-65%。此外，该反应可在克级规模上进行，并对产物进行了多次转化。

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The Catalytic Synthesis of α-Bromo Aryl Acetic Acids by Late-Stage Bromination

We report a catalytic late-stage bromination strategy for the α-C-H functionalization of aryl acetic acid. The aryl acetic acid was transformed into enediolate in the presence of an (AcO)4B2O with the combination of DBU, and consequently underwent an electrophilic bromination reaction with pyridinium tribromide. A wide range of α-bromo aryl acetic acids were isolated in yields of 19-65%. In addition, the reaction could be performed on a gram scale, and several transformations of the products were carried out.

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来源期刊

European Journal of Organic Chemistry 化学-有机化学

CiteScore

5.40

自引率

3.60%

发文量

752

审稿时长

1 months

期刊介绍： The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.