Quinonemethides generated from 6-bromo-2-[(N,N-dibenzylamino)methyl]naphthalen-1-ol (5) and 1-(N, N-dimethylaminomethyl)naphthalen-2-ol (1) react in inverse-electron-demand Diels-Alder reactions with substituted styrenes, N-vinylimidazole, and butyl vinyl ether, to afford the expected dihydro-benzo[h] and -benzo[f] chromenes in 36-53% yields.