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One-pot three-component synthesis of 3-hydroxy-5,5-dimethyl-2-[phenyl(phenylthio)methyl]cyclohex-2-enone derivatives under ultrasound
Institution:1. Clermont Université, UMR 547-UBP/INRA PIAF, Université Blaise Pascal, Campus universitaire des Cézeaux, 24, avenue des Landais, 63177 Aubière cedex, France;2. CNRS, UMR 6296, ICCF, F-63171 Aubière, France
Abstract:3-Hydroxy-5,5-dimethyl-2-phenyl(phenylthio)methyl]cyclohex-2-enone is synthesized via one-pot three-component reactions of aromatic aldehyde, substituted thiophenol and 5,5-dimethyl-1,3-cyclohexanedione catalyzed by p-dodecylbenzene sulfonic acid (DBSA) under ultrasound. Under ultrasound irradiation the yields are much higher (sometimes substantially, by almost double) and the reaction time decreases substantially, the reaction conditions are milder. This method provides several advantages such as environment friendliness, high yields and simple work-up procedure and the protocol provides a novel alternative for the synthesis of thioether.
Keywords:3-Hydroxy-5  5-dimethyl-2-[phenyl(phenylthio)methyl]cyclohex-2-enone  DBSA  Ultrasound  Three-component reaction  5  5-Dimethyl-1  3-cyclohexanedione
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