Abstract: The reactivity of alicyclic ketazines in criss-cross cycloadditions was investigated. They react with potassium cyanate and ammonium thiocyanate in the presence of acetic acid to form spirocyclic perhydro [1, 2, 4] triazolo [1, 2-a][1, 2, 4] triazole-1, 5-diones and perhydro [1, 2, 4] triazolo [1, 2-a][1, 2, 4] triazole-1, 5-dithiones, respectively, in relatively high yields.