Copper-Catalyzed N‑Arylation of 2‑Pyridones Employing Diaryliodonium Salts at Room Temperature
A new and mild synthetic approach for the N-arylation of 2-pyridones with diaryliodonium salts has been developed. Most reactions proceed readily at room temperature in the presence of 10 mol % of copper chloride. As a result, a wide range of N-arylpyridine-2-ones were synthesized in yields of 23% t...
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Veröffentlicht in: | Journal of organic chemistry 2016-09, Vol.81 (17), p.7717-7724 |
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Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | A new and mild synthetic approach for the N-arylation of 2-pyridones with diaryliodonium salts has been developed. Most reactions proceed readily at room temperature in the presence of 10 mol % of copper chloride. As a result, a wide range of N-arylpyridine-2-ones were synthesized in yields of 23% to 99%. With this method, an antifibrotic drug, Pirfenidone, was successfully synthesized in 99% yield within 30 min at room temperature. |
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ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/acs.joc.6b01415 |