通过铑催化芳基硼酸与重氮酯的偶联，将三氟丙酸酯分子引入芳香环。

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-10-11 Epub Date: 2024-10-01 DOI:10.1021/acs.orglett.4c03190

Jogendra Kumar, Sourav Manna, Lukas J Gooßen

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引用次数: 0

摘要

本文介绍了一种将具有药用价值的氟化丙酸侧链引入芳香族化合物的催化方法。在铑催化剂[RhCp*Cl2]2 的存在下，各种芳基硼酸与一种容易获得的重氮酯试剂有效地偶联，从而得到全氟苯丙酸衍生物，其中包括最畅销的丙炔类药物。这种方法的主要优点是可以整体引入药理结构，并与各种功能和药物发现兼容。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Introduction of the Trifluoropropionate Moiety into Aromatic Rings via Rhodium-Catalyzed Coupling of Arylboronic Acids with Diazoesters.

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Introduction of the Trifluoropropionate Moiety into Aromatic Rings via Rhodium-Catalyzed Coupling of Arylboronic Acids with Diazoesters.

A catalytic method for the introduction of pharmaceutically meaningful fluorinated propionic acid side chains into aromatic compounds is presented. In the presence of rhodium catalyst [RhCp*Cl₂]₂, various arylboronic acids are efficiently coupled with an easy-to-access diazoester reagent to give perfluorinated derivatives of phenylpropionic acids, including top-selling profen drugs. The key advantage of this approach is that the pharmacophore is introduced as a whole and is compatible with various functionalities and drug discovery.

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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.