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
Hauptverfasser: Jung, Seo-Hee, Sung, Dan-Bi, Park, Cho-Hee, Kim, Won-Suk
Format: Artikel
Sprache:eng
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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.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b01415