HATU原位活化的钯催化羧酸酰基Suzuki-Miyaura偶联：氮配位制备酮的有效途径

IF 2.7 3区化学 Q2 CHEMISTRY, ORGANIC

European Journal of Organic Chemistry Pub Date : 2025-09-25 DOI:10.1002/ejoc.202500799

Hui You, Daming Liu, Junyu Pan, Shuo Zhang, Chaoren Shen, Mengmeng Zhao, Wanfang Li

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引用次数: 0

摘要

以六氟磷酸氮杂苯并三唑四甲基脲铵为原位活化剂，研究了钯催化羧酸与有机硼酸之间的酰基Suzuki-Miyaura偶联反应。该反应以Pd2(dba)3/PCy3为催化剂，以K2CO3为碱，适用于多种脂族和芳香族羧酸。对照实验和密度泛函理论计算表明，吡啶氮在催化循环中起着关键作用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Palladium-Catalyzed Acyl Suzuki–Miyaura Coupling from Carboxylic Acids In Situ Activated by HATU: An Efficient Way to Ketones Laid by Nitrogen Coordination

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Palladium-Catalyzed Acyl Suzuki–Miyaura Coupling from Carboxylic Acids In Situ Activated by HATU: An Efficient Way to Ketones Laid by Nitrogen Coordination

A palladium-catalyzed acyl Suzuki–Miyaura coupling between carboxylic acids and organoboronic acids has been developed, employing hexafluorophosphate azabenzotriazole tetramethyl uronium as an in situ activator. Using Pd₂(dba)₃/PCy₃ as the catalyst and K₂CO₃ as the base, the reaction accommodates a broad range of both aliphatic and aromatic carboxylic acids. Controlled experiments and density functional theory calculations reveal that the pyridine nitrogen plays a critical role in the catalytic cycle.

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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.