Palladium-Catalyzed Electrochemical Iodination of 1‑Arylpyridine N‑Oxides

The palladium-catalyzed C–H iodination of 1-arylpyridine N-oxides proceeded under electrochemical oxidation conditions using I2 as an iodine source. The reaction of isoquinoline N-oxides possessing various para- or meta-substituted aryl groups at the 1-position proceeded to give the corresponding io...

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Veröffentlicht in:Journal of organic chemistry 2024-11, Vol.89 (22), p.16300-16306
Hauptverfasser: Zhou, Hang, Miyasaka, Masahiro, Wang, Yu-Han, Kochi, Takuya, Kakiuchi, Fumitoshi
Format: Artikel
Sprache:eng
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Zusammenfassung:The palladium-catalyzed C–H iodination of 1-arylpyridine N-oxides proceeded under electrochemical oxidation conditions using I2 as an iodine source. The reaction of isoquinoline N-oxides possessing various para- or meta-substituted aryl groups at the 1-position proceeded to give the corresponding iodination products. Electron-donating groups on the aryl group facilitated the reaction to give relatively high yields of the product. The reaction was also found to be applicable to 2-aryl-3-picoline N-oxides.
ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.3c02601