A Precise Route\nto Tetrasubstituted Allyl Amines via\nRegioselective Dicarbofunctionalization of Masked Propargyl Amines

Allyl amines are vital components in various biologically\nimportant\nmolecules and play a significant role in their function. Presently,\nmost methods are geared toward the preparation of di- and trisubstituted\nallyl amines, leaving a gap for the development of more versatile\napproaches. We herein describe an approach to yield tetrasubstituted\nallyl amines through palladium (Pd)-catalyzed regioselective dicarbofunctionalization\nof masked N-phthalimide-protected propargyl amines. The cationic Pd-intermediate\nin conjunction with the masked amine exerts collective control for\nthe reaction regioselectivity. This method accommodates a wide range\nof alkynes, aryl boronic acids, and aryl diazonium salts offering\ndirect access to a wide range of unusual tetrasubstituted allyl amines.