Fujita Takeshi, Yabuki Haruna, Morioka Ryutaro, Fuchibe Kohei, Ichikawa Junji
The Institute for Solid State Physics, The University of Tokyo, 5-1-5 Kashiwanoha, Kashiwa, Chiba 277-8581, Japan.
Division of Chemistry, Faculty of Pure and Applied Sciences, University of Tsukuba, 1-1-1 Tennodai, Tsukuba, Ibaraki 305-8571, Japan.
Beilstein J Org Chem. 2025 Jan 15;21:146-154. doi: 10.3762/bjoc.21.8. eCollection 2025.
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.
2-氟苯并呋喃通过芳族C-F键的活化,在镍催化下与芳基硼酸进行了高效偶联反应。该方法使我们能够成功合成一系列带有各种取代基的2-芳基苯并呋喃。该反应在温和条件下进行,涉及由2-氟苯并呋喃与零价镍物种相互作用形成的镍杂环丙烷的β-氟消除反应。该方案促进了芳族C-F和C-Br键与芳基硼酸的正交偶联反应。