Mechanochemical palladium-catalyzed C(sp2)–H homocoupling of N-arylcarbamates: synthesis of 2,2′-biaryldiamines

Abstract

The palladium-catalyzed dehydrogenative C(sp²)–H homocoupling of N-arylcarbamates under high-speed ball-milling conditions has been achieved using weakly coordinating directing groups, providing access to a variety of 2,2′-biaryldicarbamates which are readily converted to 2,2′-biaryldiamines. The mechanochemical process occurs in the absence of solvent and does not require any additional heating.