Halo-substituted aminobenzenes prepared by Pd-catalyzed amination

The selective monoamination of aryl dihalides by primary amines and polyami nes in the presence of the Pd-2(dba)(3)/dppf catalytic system and NaOt-Bu p rovides a convenient method for the synthesis of aminobenzenes substituted at the ortho, meta, or para position of the aryl ring by a halogen atom. Un der these conditions the reaction of polyamine compounds having 1,2-diamino ethane or 1,3-diaminopropane moieties proceeds selectively leading to monoa ryl-substituted derivatives of polyamines. Moreover, this is a remarkably e fficient method to realize the arylation of a primary amine group of polyam ines in the presence of a secondary one.