Ultrasound promoted the synthesis of N-propargylic β-enaminones

The synthesis of 14 novel N-propargylic β-enaminones from the reaction of β-alkoxy vinyltrihalomethyl[carboxyethyl] ketones [R3C(O)CHC(R1)OMe, where R3 = CF3, CCl3, CO2Et and R1 = Me, Et, Pr, Bu, i-Pent, CH2CH2CO2Me] with propargyl amines [R2NHCH2CCH, where R2 = Pr, PhCH2] is reported. Yields, solvents and reaction times needed for reaction completion, by microwave irradiation (MW), conventional thermal heating (TH) and under ultrasound irradiation (US) are compared. The best results were obtained under US irradiation in good to excellent yields (70–93%).

► Synthesis of novel N-propargylic β-enaminones.
► Comparison among different methodologies.
► Ultrasound irradiation efficiently leads to the desired compounds in excellent yields.