Aryl radical-induced desulfonylative ipso-substitution of diaryliodonium salts: an efficient route to sterically hindered biarylamines

Abstract

By using vicinal aryl sulfonamide substituted diaryliodonium salts, a cascade of desulfonylation/aryl migration was promoted by triethylamine in the synthesis of sterically hindered biarylamines, which operated via a radical-induced reaction pathway. The products were readily converted into a variety of important synthons. Furthermore, coupling reactions of N-methyl biarylamine and 1,6-dibromopyrene provided a potentially attractive molecule in OLEDs.