Direct vicinal disubstitution of diaryliodonium salts by pyridine N-oxides and N-amidates by a 1,3-radical rearrangement.

ABSTRACT

Paired off The title reaction leads to a series of o-pyridinium phenols (1) and anilines (2). The experimental and computational studies indicate that the key step involves homolytic cleavage to give a radical pair, which undergoes solvent-cage recombination to give the product.