Michael reaction of 3-aryl-2,4-dicarboethoxy-5-hydroxy-5-methylcyclohexanones

Abstract: The reaction of 3-aryl-2,4-dicarboethoxy-5-hydroxy-5-methylcyclohexan -ones 1with benzalacetone, dibenzalacetone, benzalacetophenone, and 4-benzal-1-phenyl-3-methyl pyrazolone has been investigated to give Michael compounds 2-5. hydrolysis of the dioxo derivative 4 afforded1,5-dicarbonyl derivative 6which On condensation with hydrazine and/or substituted hydrazine and hydroxylamine produced1,2-diazepine and 1,2-oxazepine derivatives 7,8 respectively. Reaction of β-Keto ester 1 with 1,3-diphenylacetone afforded 9. The structures of the hitherto unknown compounds have been confirmed by analytical and spectral data. The newly synthesized compounds have been screened to test their antimicrobial and antifungal activity. Keywords: Michael addition, Michael adduct, 1,2-oxazepine, 1,2-diazepine, dioxo, antibacterial, and antifungal activity.