Ag(I)-catalyzed stereoselective synthesis of β-haloenamines via unconventional solvent-sourced halogenation.

An unconventional Ag(I)-catalyzed, stereoselective synthesis of β-halo enamines via N-functionalization of propiolates with anthranil, followed by in situ halogenation, has been reported. DFT studies indicate nitrogen addition to a silver-activated alkyne, forming an α-imino silver carbene, followed by concerted nucleophilic attack of 1,2-DCE at the carbene center.