Criss-cross Cycloadditions on Ketazines Derived from Alicyclic Ketones

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.

Keywords

• Criss-cross cycloaddition
• ketazines
• cyclohexanone azine
• cyclopentanone azine
• cycloheptanone azine
• substituted perhydro[1
• 2
• 4]triazolo[1
• 2-a][1
• 2
• 4]triazole-1
• 5- diones
• substituted perhydro[1
• 2
• 4]triazolo[1
• 2-a][1
• 2
• 4]triazole-1
• 5-dithiones
• spiro compounds.