Control of three modes of intramolecular reactions,[2+ 2] and [4+ 2] cycloadditions, and Type- II cyclisation, is attempted in the photochemical reaction of N-(naphthylethyl) prop-2- enamides. The reactions are affected by the enamide substituents and the sensitisation conditions used. Acryloyl derivatives undergo [2+ 2] cycloaddition and Type-II cyclisation. The two reactions occur selectively depending on the sensitiser used, benzophenone ...