Radical Reactions with Trivalent Iodine Compounds

Abstract

Trivalent iodine compounds, especially, (diacetoxy)iodoarenes have been used for the formation of 1) oxygen-centered radicals from alcohols, hemi-acetals or carboxylic acids, 2) nitrogen-centered radicals from amine derivatives, and 3) carbon-centered radicals from carboxylic acids or half oxalate esters via decarboxylation. These radicals generated were employed for the Barton type reaction, β-fragmentation, oxidative addition and substitution reactions, the Hofmann-Löffler-Freytag type reaction and reductive addition reaction. Furthermore, these reactions are successfully used for the functional group transformations and for the preparation of new skeletons.