Author/Authors :
Palmisano، نويسنده , , Giovanni and Tibiletti، نويسنده , , Francesco and Penoni، نويسنده , , Andrea and Colombo، نويسنده , , Francesca and Tollari، نويسنده , , Stefano and Garella، نويسنده , , Davide and Tagliapietra، نويسنده , , Silvia and Cravotto، نويسنده , , Giancarlo، نويسنده ,
Abstract :
3-(Aryl)methyl-4-hydroxycoumarins were produced in good to excellent yields by reaction between 4-hydroxycoumarin and (hetero)aromatic aldehydes in the presence of Hantzsch 1,4-dihydropyridine (HEH) which works as an hydride donor (i.e., in a sequential Knoevenagel–reductive Michael addition). The sonochemical-assisted procedure (method B) provides an improved and accelerated conversion when compared to conventional silent reactions (method A). Experiments carried out according to method B showed that the reaction could be more efficiently run in the absence of organic solvents, at 30–40 °C in open vessel, without the need of an excess HEH and with simplified work-up and separation procedures.
Keywords :
Hantzsch dihydropyridine , Reaction “on water” , Tandem Knoevenagel–reductive Michael addition reaction , Power ultrasound , 4-Hydroxycoumarin