2‐Substituted 3‐dimethylamino‐ and ‐3‐cyanopropenoates in the synthesis of heterocyclic systems

Synthesis and transformations of methyl (Z)-2-[(tert-butoxycarbonyl)amino]-3-(dimethylamino)propenoate

“…Spectral data of the novel compounds 3, 5a-g, 9, 11-13 are in agreement with the literature data for closely related compounds. [5][6][7][8][9][10][11] Spectral and analytical data of 3-acetylamino-1-cyano-4H-quinolizin-4-one (8) and 3-acetylamino-4H-pyridino[1,2-a]pyrimidin-4-one (10) are in agreement with the literature data for these two compounds, prepared previously from methyl (Z)-2-acetylamino-3-(dimethylamino)propenoate. 10,12 The configuration of the C(2),C(3) double bond in compounds 3 and 5c was studied using the 2D HMBC NMR technique.…”

Studies with enaminonitriles: Synthesis and chemical reactivity of 2‐phenyl‐3‐piperidin‐1‐yl acrylonitrile under microwave heating

“…IR spectra were recorded in KBr pellets with Satellite 2000 spectrophotometer. 1 H NMR (300 MHz) and 13 C NMR (75.4 MHz) spectra were recorded on a Bruker AC-300 spectrometer in DMSO-d 6 and CDCl 3 as solvents and TMS as internal standard; chemical shifts are reported in δ units (ppm). Mass spectra were measured at 70 eV using Shimadzu GCMS-QP 1000 EX spectrometer.…”

Synthesis of New Pyrazolones and Fused Pyrazole Derivatives as Antimicrobial Agents

“…Enaminones are polyfunctional compounds possessing both electrophilic and nucleophilic properties. Typical electrophilic positions are C-3 (the dimethylaminomethylene center) and C-1 (the carbonyl carbon center) with the reactivity order C-3 > C-1 while a typical nucleophilic position is C-2 (48)(49)(50)(51) . The regioselectivity of the 3+2 cycloaddition reaction of compound 2 is in accordance with this hypothesis and excludes the formation of other products.…”