Nickel-Catalyzed N-Arylation of Diarylamines for Triarylamine Synthesis

A practical nickel-catalyzed C–N cross-coupling reaction between diarylamines and aryl halides has been developed using commercially available NiCl2(dppf) as the catalyst. This robust method can be efficiently applied to a variety of diarylamines which are privileged motifs in materials science, including phenoxazines, phenothiazines, carbazoles, diphenylamines, 9-10-dihydroacridines, 10,11-dihydro-5H-dibenzo[b,f]azepines, 5H-dibenzo[b,f]azepines, and 9H-tribenzo[b,d,f]azepines.