Efficient preparation of novel N-propargylic β-enaminones from the reaction of β-alkoxyvinyltrihalomethyl[carboxy]ketones and propargylamines

The synthesis of 14 novel N-propargylic β-enaminones from the reaction of β-alkoxy vinyltrihalomethyl[carboxyethyl] ketones [R(3)C(O)CHC(R(1))OMe, where R(3)=CF(3), CCl(3), CO(2)Et and R(1)=Me, Et, Pr, Bu, i-Pent, CH(2)CH(2)CO(2)Me] with propargyl amines [R(2)NHCH(2)CCH, where R(2)=Pr, PhCH(2)] 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%).

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Synthesis, structure and complexation of the fluorinated 1,3-enaminoketones containing at the nitrogen atom substituents with a terminal C≡C bond

Zhilina

Слепухин

Boltacheva

et al. 2012

Russ J Gen Chem

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Efficient preparation of novel N-propargylic β-enaminones from the reaction of β-alkoxyvinyltrihalomethyl[carboxy]ketones and propargylamines

Abstract: Fifteen N-propargylic β-enaminones were synthesized from the reaction of propargyl amines

Cited by 3 publications

References 10 publications

Synthesis of 1-Arylethyl-2-arylethylamino-5-trifluoroacetyl-1,2,3,4-tetrahydropyridines and Related Compounds with Potential Cell Efflux Pump Inhibition

Synthesis of 1-Arylethyl-2-arylethylamino-5-trifluoroacetyl-1,2,3,4-tetrahydropyridines and Related Compounds with Potential Cell Efflux Pump Inhibition

Ultrasound promoted the synthesis of N-propargylic β-enaminones

Synthesis, structure and complexation of the fluorinated 1,3-enaminoketones containing at the nitrogen atom substituents with a terminal C≡C bond

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