2016
DOI: 10.1002/chir.22653
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Claisen–Schmidt condensation: Synthesis of (1S,6R)/(1R,6S)‐2‐oxo‐N,4,6‐triarylcyclohex‐3‐enecarboxamide derivatives with different substituents in H2O/EtOH

Abstract: A simple, green, and direct three-component condensation of acetophenone, aromatic aldehydes with 3-oxo-N-phenylbutanamide (acetoacetanilide) to generate some novel (1S,6R)/(1R,6S)-2-oxo-N,4,6-triarylcyclohex-3-enecarboxamide derivatives was carried out over K CO (10 mol%) with high efficiency in water/ethanol as green solvent at room temperature. This protocol proceeded via Claisen-Schmidt condensation and Michael addition. The present methodology offers several advantages, such as short reaction time, high y… Show more

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Cited by 8 publications
(2 citation statements)
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“…For the synthesis of the two chalcones, a Claisen-Schmidt condensation reaction under basic conditions between 2-acetylpyridine A1 or 2-acetyl-6-methylpyridine A2 and aldehyde A3 was carried out (See Scheme 1 ) [ 113 , 114 , 115 , 116 , 117 , 118 , 119 , 120 , 121 , 122 , 123 , 124 , 125 ].…”
Section: Resultsmentioning
confidence: 99%
“…For the synthesis of the two chalcones, a Claisen-Schmidt condensation reaction under basic conditions between 2-acetylpyridine A1 or 2-acetyl-6-methylpyridine A2 and aldehyde A3 was carried out (See Scheme 1 ) [ 113 , 114 , 115 , 116 , 117 , 118 , 119 , 120 , 121 , 122 , 123 , 124 , 125 ].…”
Section: Resultsmentioning
confidence: 99%
“…Chalcones or 1,3-diphenyl-2-propen-1-ones have been proven to display a broad spectrum of pharmacological activities, including anticancer [9,10]. They are made up of two benzene rings with a diverse array of substituents which are interconnected by a highly electrophilic threecarbon α,β-unsaturated carbonyl system, as shown in Figure 1 [11,12].…”
Section: Introductionmentioning
confidence: 99%