Tandem enediyne-radical cyclizations were carried out on substrates that contain nitrile and ketone radical acceptors. The products of these cyclizations and the previously reported tandem enediyneradical cyclizations containing aldehyde and oxime ether radical acceptors were compared with tributyltin hydride-mediated aryl radical addition reactions with 1- bromonaphthalene derivatives containing aldehyde, oxime ether, nitrile, and ketone ...