Modular synthesis of α-fluorinated arylmethanes via desulfonylative cross-coupling
| Autor: | Daisuke Yokogawa, Masakazu Nambo, Cathleen M. Crudden, Yuuki Maekawa, Jacky C.-H. Yim, Zachary T. Ariki, Luiza B. O. Freitas, Yasuyo Tahara |
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| Rok vydání: | 2019 |
| Předmět: |
Multidisciplinary
010405 organic chemistry Chemistry Science Reaction mechanisms General Physics and Astronomy Synthetic chemistry methodology General Chemistry Homogeneous catalysis 010402 general chemistry 01 natural sciences Combinatorial chemistry Article General Biochemistry Genetics and Molecular Biology 0104 chemical sciences lcsh:Q lcsh:Science |
| Zdroj: | Nature Communications Nature Communications, Vol 10, Iss 1, Pp 1-7 (2019) |
| ISSN: | 2041-1723 |
| DOI: | 10.1038/s41467-019-11758-w |
| Popis: | α-Fluoromethylarenes are common substructures in pharmaceuticals and agrochemicals, with the introduction of fluorine often resulting in improved biological activity and stability. Despite recent progress, synthetic routes to α-fluorinated diarylmethanes are still rare. Herein we describe the Pd-catalyzed Suzuki-Miyaura cross-coupling of α-fluorinated benzylic triflones with arylboronic acids affording structurally diverse α-fluorinated diarylmethanes. The ease of synthesis of fluorinated triflones as the key starting materials enables powerful late-stage transformations of known biologically active compounds into fluorinated analogs. α-Fluoromethyl arenes are common substructures in pharmaceuticals and agrochemicals but synthetic routes are still rare. Here the authors describe Pd-catalyzed Suzuki-Miyaura cross-coupling of α-fluorinated benzylic triflones with arylboronic acids affording structurally diverse α-fluorinated diarylmethanes. |
| Databáze: | OpenAIRE |
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