Nickel-Catalyzed β-Regioselective Amination/Cyclization of Ynamide-Nitriles with Amines: Synthesis of Functionalized 3-Aminoindoles and 4-Aminoisoquinolines.

A highly regioselective nickel/Lewis acid catalyzed amination/cyclization of ynamide-nitriles with amines involving β-addition has been developed. The reaction offers an attractive and efficient route for the synthesis of 3-aminoindoles and 4-aminoisoquinoline derivatives. The Ts-group on the ynamide acts as a directing group to produce the alkenyl nickel species with high regioselectivity.