Reactivity of 4,6-diacetylcyclohexenones towards some nucleophilic reagents

ABSTRACT

It has been reported, acetylacetone easily condensed with chalcone under Michael conditions to give the corresponding cyclohexenone derivative. Thus, condensation of acetylacetone with mono-arylidene-acetylacetone I [a and b] in the presence of sodium ethoxide afforded the formation of tetraketone addition products I la and b or the corresponding cyclohexenone derivatives IIIa and b depending on the reaction conditions. Reaction of acetylacetone with I in the presence of sodium ethoxide solution at room temperature gave rise to the corresponding Michael addition products II [a and b] respectively