Simple and efficient procedures for palladium-catalyzed cross-coupling reactions of N-substituted 4-bromo-7-azaindole (1H-pyrrole[2,3-b]pyridine), with amides, amines, amino acid esters and phenols through C-N and C-O bond formation have been developed. The C-N cross-coupling reaction of amides, amines and amino acid esters takes place rapidly by using the combination of Xantphos, Cs(2)CO(3), d...

Metal-catalyzed C–N cross-coupling generally forms C−N bonds by reductive elimination from metal complexes bearing covalent C- and N-ligands. We have identified a Cu-mediated that uses dative N-ligand in the bond-forming event, which, contrast to conventional methods, generates reactive cationic products. Mechanistic studies suggest process operates via transmetalation of an aryl organoboron Cu...

Abstract This Graphical Review provides an overview of amide bond activation achieved by selective oxidative addition the N–C(O) acyl to transition metals and nucleophilic addition, resulting in decarbonylative coupling, together with key mechanistic details pertaining distortion underlying this reactivity manifold.