Ene-type adducts from the reaction of 4-phenyl-1,2,4-triazoline-3,5-dione with β-alkyl s-cis enones

The adducts from the reaction of 4-phenyl-1,2,4-triazoline-3,5-dione with a number of α,β-unsaturated ketones have been isolated and characterized. The reaction generally proceeds with migration of the double bond to the β,γ-position and is highly chemoselective towards reaction with enones which have, or can assume, an s-cis conformation.