Novel 4-(4-substituted phenyl)-5-(3,4,5-trimethoxy/3,4-dimethoxy)-benzoyl-3,4-dihydropyrimidine-2(1H)-one/thione derivatives (DHP1-9) were designed, synthesized, characterized and evaluated for antitumor activity against cancer stem cells. The compounds were synthesized in one pot. Enaminones E1 and E2 were reacted with substituted benzaldehydes and urea/thiourea in the presence of glacial acet...

Triflic anhydride (Tf2O) is the reagent of choice for the introduction of the trifluoromethylsulfonyl (CF3SO2) group into a variety of organic substrates, and the resulting compounds often have a unique chemical reactivity [1]. A case in point is given by 3-trifloxypropene iminium triflates which are obtained by O-sulfonylation of enaminones with Tf2O [2, 3] and which are suited for transformat...

Reaction of enaminones 1a-d with 2-aminoprop-1-ene-1,1,3-tricarbonitrile (2) in the presence of AcOH/NH₄OAc afforded 7-amino-5-oxo-5,6-dihydro-1,6-naphthyridine-8-carbonitrile derivatives 9a-d. On the other hand, 2-aminopyrano[4,3,2-de] [1,6]naphthyridine-3-carbonitriles 20a-c,e were the only obtained products from the reactions of 1a-d with 2 in the presence of AcOH/NaOAc, while 1d afforded [3...

W. S. Hamama, M. Hammouda*, and E. M. Afsah Chemistry Department, Faculty of Science, Mansoura University, Mansoura, Egypt Z. Naturforsch. 43b, 483-486 (1988); received August 18, 1986/October 26, 1987 Mannich Bases of Enaminones, Octahydro-9H-pyrimido[5,4-b]-azepines, Tetrahydro-4H-[3,l]benzoxazin-5(6H)-one, Nitrogen Heterocycles Mannich reaction of the title compound 1 with morpholine, piperi...

A simple route to 3-oxoalkanonitrile 5, aprecursor of the title compounds is described. Reaction of enaminones 2 with hydroxylamine hydrochloride in ethanol yielded aldoximes 3 that were converted readily into 5 in basic medium. This method has been successfully applied with a number of substrates and resulted in excellent yields of the products. Reacting 5 with trichloroacetonitrile afforded 3...

: 1H NMR spectra of a series of enaminones R-CO-CH=C(NHCH2Ph)-R  [1, R=CH3; 2, R=C6H5; 3, R=CF3; 4, R=CH2CH2CH2; 5, R=CH2C(CH3)2CH2], were obtained in the presence of trifluoroacetic acid in CDCl3 or DMSO-d6 at 28 °C. S...