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General photochemical behavior of cyclic thioimides, nitrogen-thiocarbonyl systems, was studied. The dithioimides were inert to the Norrish type I and II reactions in contrast to the behavior of their oxygen analogues (imides) and nitrogen-lacking counterparts (thiones). However, various aliphatic and aromatic diand monothioimides underwent intermolecularly efficient photocycloaddition with olefins to afford the imide-thietanes in good yields.