Intramolecular Aryl–Aryl Coupling of Fluoroarenes through Al2O3-Mediated HF Elimination
A strategy for effective intramolecular aryl–aryl coupling of fluoroarenes through Al2O3-mediated HF elimination is reported. It is demonstrated that the C–F bond, which is widely believed to be the most passive functionality in organic chemistry, can be reconsidered as a useful functional group all...
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Veröffentlicht in: | Journal of organic chemistry 2012-06, Vol.77 (12), p.5445-5448 |
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Hauptverfasser: | , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | A strategy for effective intramolecular aryl–aryl coupling of fluoroarenes through Al2O3-mediated HF elimination is reported. It is demonstrated that the C–F bond, which is widely believed to be the most passive functionality in organic chemistry, can be reconsidered as a useful functional group allowing very effective C–C bond formation. The solid-state strategy presented in this study opens the possibility for facile syntheses of insoluble extended polycyclic aromatic hydrocarbons. |
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ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/jo300783y |