Catalyst-Free [4+2] Cycloaddition of Ynamides with 2-Halomethyl Phenols To Construct 2-Amino-4H-Chromenes and α-Halo Enamides Simultaneously.

We report the development of a facile protocol for the [4+2] cycloaddition of ynamides and 2-halomethyl phenols to afford the corresponding 2-amino-4H-chromenes and α-halo enamides under catalyst-free conditions. The reaction proceeds under mild conditions and exhibits good tolerance toward various functional groups and generates high yields. The plausible mechanism involves the formation of an active intermediate keteniminium as well as o-methylene quinone.