Synthesis and Antimicrobial Activity of 2,4-Dibenzyloxy(Diallyloxy)carbonyl-3-aryl-5-hydroxy-5-methylcyclohexanones

Abstract

A series of 2,4-dibenzyloxy(diallyloxy)carbonyl-3-aryl-5-hydroxy-5-methylcyclohexanones have been obtained via reactions of benzylacetoacetate and allylacetoacetate with aromatic aldehydes in the presence of a basic catalyst (piperidine). The proposed structures are confirmed by the results of 1 H NMR spectroscopy, IR absorption spectroscopy, and high-resolution mass spectrometry measurements. Data on the antimicrobial activity of the synthesized compounds are presented.

Synthesis and antibacterial activity of N,N′-diaryl-2-aryl-6-hydroxy-6-methyl-4-oxocyclohexane-1,3-dicarboxamides

“…The results showed that the studied compounds (Table 3) possess weak antimicrobial activity, in contrast with previously synthesized dialkyl-2-aryl-6-hydroxy-6-methyl-4oxocyclohexane-1,3-dicarboxylates [1,2].…”

“…It was established earlier that the reaction of esters of acetoacetic acid with aromatic aldehydes in the presence of a basic catalyst forms dialkyl-2-aryl-6-hydroxy-6-methyl-4oxocyclohexane-1,3-dicarboxylates (b-cycloketoles), some of which exhibit antimicrobial activity [1,2].…”

Synthesis and antimicrobial activity of dialkyl-2-aryl-6-hydroxy-6-methyl-4-( p-toluenesulfonylaminoimino) cyclohexane-1,3-dicarboxylates

“…The antimicrobial activity of the synthesized compounds has been evaluated.It was established previously that b-cycloketols and their derivatives exhibit antimicrobial and anti-inflammatory activity [1,2]. It seemed interesting to study the reaction of dialkyl 2-aryl-6-hydroxy-6-methyl-4-oxocyclohexane-1,3-dicarboxylates with tosylhydrazine in order to synthesize new biologically active compounds.…”