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, involv...
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| Format: | Article |
| Language: | English |
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2025-01-01
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| Series: | Beilstein Journal of Organic Chemistry |
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| Online Access: | https://doi.org/10.3762/bjoc.21.8 |
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| author | Takeshi Fujita Haruna Yabuki Ryutaro Morioka Kohei Fuchibe Junji Ichikawa |
| author_facet | Takeshi Fujita Haruna Yabuki Ryutaro Morioka Kohei Fuchibe Junji Ichikawa |
| author_sort | Takeshi Fujita |
| collection | DOAJ |
| description | 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. |
| format | Article |
| id | doaj-art-0652cfea11c947fa9955b8fddeb775de |
| institution | Kabale University |
| issn | 1860-5397 |
| language | English |
| publishDate | 2025-01-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj-art-0652cfea11c947fa9955b8fddeb775de2025-02-03T09:10:17ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972025-01-0121114615410.3762/bjoc.21.81860-5397-21-8Nickel-catalyzed cross-coupling of 2-fluorobenzofurans with arylboronic acids via aromatic C–F bond activationTakeshi Fujita0Haruna Yabuki1Ryutaro Morioka2Kohei Fuchibe3Junji Ichikawa4The 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 Division of Chemistry, Faculty of Pure and Applied Sciences, University of Tsukuba, 1-1-1 Tennodai, Tsukuba, Ibaraki 305-8571, Japan Division of Chemistry, Faculty of Pure and Applied Sciences, University of Tsukuba, 1-1-1 Tennodai, Tsukuba, Ibaraki 305-8571, Japan Sagami Chemical Research Institute, 2743-1 Hayakawa, Ayase, Kanagawa 252-1193, Japan 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.https://doi.org/10.3762/bjoc.21.8arylboronic acidbenzofuranc–f bond activationcross-couplingnickel |
| spellingShingle | Takeshi Fujita Haruna Yabuki Ryutaro Morioka Kohei Fuchibe Junji Ichikawa Nickel-catalyzed cross-coupling of 2-fluorobenzofurans with arylboronic acids via aromatic C–F bond activation Beilstein Journal of Organic Chemistry arylboronic acid benzofuran c–f bond activation cross-coupling nickel |
| title | Nickel-catalyzed cross-coupling of 2-fluorobenzofurans with arylboronic acids via aromatic C–F bond activation |
| title_full | Nickel-catalyzed cross-coupling of 2-fluorobenzofurans with arylboronic acids via aromatic C–F bond activation |
| title_fullStr | Nickel-catalyzed cross-coupling of 2-fluorobenzofurans with arylboronic acids via aromatic C–F bond activation |
| title_full_unstemmed | Nickel-catalyzed cross-coupling of 2-fluorobenzofurans with arylboronic acids via aromatic C–F bond activation |
| title_short | Nickel-catalyzed cross-coupling of 2-fluorobenzofurans with arylboronic acids via aromatic C–F bond activation |
| title_sort | nickel catalyzed cross coupling of 2 fluorobenzofurans with arylboronic acids via aromatic c f bond activation |
| topic | arylboronic acid benzofuran c–f bond activation cross-coupling nickel |
| url | https://doi.org/10.3762/bjoc.21.8 |
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