镍催化芳香C-F键活化2-氟苯并呋喃与芳基硼酸的交叉偶联。

IF 2.2 4区化学 Q2 CHEMISTRY, ORGANIC

Beilstein Journal of Organic Chemistry Pub Date : 2025-01-15 eCollection Date: 2025-01-01 DOI:10.3762/bjoc.21.8

Takeshi Fujita, Haruna Yabuki, Ryutaro Morioka, Kohei Fuchibe, Junji Ichikawa

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引用次数: 0

摘要

2-氟苯并呋喃通过激活芳族C-F键与芳基硼酸进行了镍催化的高效偶联。这种方法使我们成功地合成了一系列具有不同取代基的2-芳基苯并呋喃。该反应在温和条件下进行，涉及从2-氟苯并呋喃与零价镍相互作用形成的镍环丙烷中去除β-氟。该方案有利于芳香C-F键和C-Br键与芳基硼酸的正交偶联反应。

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Nickel-catalyzed cross-coupling of 2-fluorobenzofurans with arylboronic acids via aromatic C-F bond activation.

2-Fluorobenzofurans underwent efficient nickel-catalyzed coupling with arylboronic acids through the activation of aromatic C-F bonds. This method allowed us to successfully synthesize a range of 2-arylbenzofurans with various substituents. The reaction, which proceeded under mild conditions, involved β-fluorine elimination from nickelacyclopropanes formed by the interaction of 2-fluorobenzofurans with zero-valent nickel species. This protocol facilitates orthogonal coupling reactions of aromatic C-F and C-Br bonds with arylboronic acids.

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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.