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- W2023789382 abstract "□ The purpose of the research was to synthesize β-diketo esters and to evaluate them for anticonvulsant activity. The reaction of methyl vinyl ketone with dimethyl malonate in the presence of potassium carbonate gave an uncyclized product that underwent a Clalsen condensation to yield methyl 2-hydroxy-4-oxocyclohex-2-en- 1-oate (5a). Similarly, other cyclized β-hydroxyketo esters were prepared, and their spectrometric data confirmed that the enol tautomers were preferred to the β-diketo tautomers. The synthetic work clarified the reaction pathway for the Michael addition of malonate esters to enones. Of the intermediates and products tested for anticonvulsant activity, dimethyl 2,2-bis-(3-oxobutyl)malonate (9a) was found to possess anticonvulsant property. However, it is emphasized that the β-hydroxyketo esters could be useful intermediates in the synthesis of enaminone anticonvulsants. □ The purpose of the research was to synthesize β-diketo esters and to evaluate them for anticonvulsant activity. The reaction of methyl vinyl ketone with dimethyl malonate in the presence of potassium carbonate gave an uncyclized product that underwent a Clalsen condensation to yield methyl 2-hydroxy-4-oxocyclohex-2-en- 1-oate (5a). Similarly, other cyclized β-hydroxyketo esters were prepared, and their spectrometric data confirmed that the enol tautomers were preferred to the β-diketo tautomers. The synthetic work clarified the reaction pathway for the Michael addition of malonate esters to enones. Of the intermediates and products tested for anticonvulsant activity, dimethyl 2,2-bis-(3-oxobutyl)malonate (9a) was found to possess anticonvulsant property. However, it is emphasized that the β-hydroxyketo esters could be useful intermediates in the synthesis of enaminone anticonvulsants." @default.
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- W2023789382 date "1994-01-01" @default.
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- W2023789382 title "Cyclization Reactions Leading to β-Hydroxyketo Esters" @default.
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- W2023789382 doi "https://doi.org/10.1002/jps.2600830118" @default.
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