2015
DOI: 10.1515/gps-2014-0077
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One-pot synthesis of β-amino carbonyl compounds catalyzed silica supported phenylphosphinic acid

Abstract: One-pot synthesis of β-amino carbonyl compounds catalyzed silica supported phenylphosphinic acid Abstract: A simple and facile synthesis of β-amino carbonyl compounds was developed by the one-pot condensation of cyclohexanone, aromatic aldehydes and anilines at 25°C in the presence of silica supported phenylphosphinic acid. β-Amino carbonyl compounds were obtained in moderate to good yields and reasonable diastereoselectivities. This method has the advantages of short reaction time, mild reaction conditions, r… Show more

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Cited by 3 publications
(2 citation statements)
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“…In contrast to 1,2-diaryl-3-arylamino-1-propanones, which are conveniently obtained through the direct condensation of a aryl methyl ketone, an aromatic aldehyde and an arylamine in the presence of various catalysts, [16][17][18] β-arylamino ketones lacking any substituent at position 2 of the oxopropylidene linker are usually prepared by replacing the quaternized, easily leaving dialkylamino group in ketonic Mannich base hydrochlorides with an arylamino moiety. 19 Using the latter synthetic approach, two different types of phenolic 1-aryl-3-arylamino-1-propanones can be prepared.…”
Section: Resultsmentioning
confidence: 99%
“…In contrast to 1,2-diaryl-3-arylamino-1-propanones, which are conveniently obtained through the direct condensation of a aryl methyl ketone, an aromatic aldehyde and an arylamine in the presence of various catalysts, [16][17][18] β-arylamino ketones lacking any substituent at position 2 of the oxopropylidene linker are usually prepared by replacing the quaternized, easily leaving dialkylamino group in ketonic Mannich base hydrochlorides with an arylamino moiety. 19 Using the latter synthetic approach, two different types of phenolic 1-aryl-3-arylamino-1-propanones can be prepared.…”
Section: Resultsmentioning
confidence: 99%
“…Liu et al managed to obtain similar products using cyclohexanone instead of acetophenone via the use of silica-supported phenylphosphinic acid in ethanol solvent at room temperature. Reactions were much faster (30-70 min), and yields were similarly high (67-96%) [99].…”
Section: Mannich-type Reactionsmentioning
confidence: 97%