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

J Org Chem. 2024 Feb 27. doi: 10.1021/acs.joc.3c02601. Online ahead of print.

Abstract

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.