A direct synthesis of 3-(bromomethylene)isobenzofuran-1(3H)-ones from 2-alkynylbenzoic acids is developed through a regioselective 5-exo-dig bromocyclization. The reaction proceeds smoothly with a broad substrate scope. The products can be further elaborated via a palladium-catalyze cross-coupli...
Herein we propose the benzimidazole-2-one substructure as a suitable tryptophan mimic and thus a reasonable starting point for the design of p53 Mdm2 antagonists. We devise a short multicomponent reaction route to hitherto unknown 2-(2-oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl)acetamides by react...
An enantioselective Cu(II)-catalyzed conjugate addition of dialkylzinc reagents to α,β- or α,β,γ,δ-unsaturated ketones with chiral cyclohexane-based amidophosphine ligands was developed. With 2 mol% of Cu(OAc)2·H2O/L5, the conjugate addition of diethylzinc to α,β-unsaturated ketones was...
Manganese(III) acetate based radical cyclization of various fluorinated 1,3-dicarbonyl compounds with 2-thienyl and 2-furyl substituted alkenes produced 3-trifluoroacetyl and 2-trifluoromethyl-dihydrofurans in good yields. The radical cyclizations of 2-methyl-5-[(E)-2-phenylvinyl]furan 2b and 2-...
Static and dynamic magnetic properties of a series of four pentacoordinate [CoII(L3A-D)Cl2] complexes 1–4 (1, L3A = N,N′-bis(2,4,6-trimethylphenyl)pyridine-2,6-dicarboximidoyl dichloride; 2, L3B = N,N′-bis(2,6-dimethylphenyl)pyridine-2,6-dicarboximidoyl dichloride; 3, L3C = N,N′-bis(4-chloro...
Magnetite nanoparticles were produced from iron ore tailings and used to remove arsenate ions from water. The produced spherical nanoparticles were 25 ± 3 nm in diameter and had ferromagnetic properties as discovered by XRD, FTIR, TEM, and VSM analyses. The kinetic and equilibrium of the arsena...
The metal-organic framework (MOF) UiO-66-NH2 was synthesized with different substrate to solvent ratios and its morphology, surface area, pore distributions, and NMR, XRD, and TGA-FTIR patterns were obtained. Adsorption tests at pH 7 and 25 °C showed that the produced UiO-66-NH2 has a hydrogen ...
3-Amino-1H,3H-quinoline-2,4-diones react with thiourea or potassium thiocyanate in boiling acetic acid to give novel 2,3-dihydro-3-thioxoimidazo[1,5-c]quinazolin-5(6H)-ones in high yields. However, if the starting compounds are substituted with a benzyl group at position 3, a C-debenzylation pro...
3-Phenyl-3-amino-1H,3H-quinoline-2,4-diones (1) react with alkyl or aryl isothiocyanates to give novel 9b-hydroxy-3a-phenyl-1,2,3,3a-tetrahydro-2-thioxo-5H-imidazo[4,5-c]quinolin-4(9bH)-ones in high yields. These compounds rearrange in boiling acetic acid or concentrated hydrochloric acid to giv...
Resolution of 1-(4-amino-3-chloro-5-cyanophenyl)-2-bromo-1-ethanol has been achieved by ethanol enantioselective lipase-catalysed alcoholysis, hydrolysis and acylation. Although a good enantioselectivity was observed in the three reactions, the best results were obtained by hydrolysis. This α-b...
A 4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-3-oxide-1-oxyl lithium derivative was found to react with 2-methoxypentafluoro-1,4-naphthoquinone to form a product of addition at the carbonyl function: radical 2-(3,5,6,7,8-pentafluoro-1-hydroxy-2-methoxy-4-oxo-1,4-dihydronaphthalen-1-yl)-4,4,5,5-...
The analysis of the infrared (IR) carbonyl band of some 3-(4′-substituted phenylsulfonyl)-1-methyl-2-piperidones 1–5 bearing as substituents: OMe 1, Me 2, H 3, Cl 4 and NO2 5, supported by B3LYP/6-31G(d,p) calculations along with NBO analysis (for 1, 3 and 5) and X-ray diffraction (for 5), ind...
The sulfonation of various 1-phenylsulfonyl-1H-pyrroles and 1-phenylsulfonyl-1H-indoles using chlorosulfonic acid in acetonitrile has been studied, leading to the development of a clean and operationally simple protocol allowing direct synthesis of the corresponding 1-phenylsulfonyl-1H-pyrrole-3...
A series of 4-(1-aryl-5-chloro-2-oxo-1,2-dihydro-indol-3-ylideneamino)-N-substituted benzenesulfonamide derivatives (1–20) was synthesized and evaluated for its in vitro antimicrobial and anticancer activities. Antimicrobial results indicated that compounds N-(4-(1-benzoyl-5-chloro-2-oxoindolin...
A new series of 1-(4-substitutedphenyl)-3-(4-(4,6-dimethyl-6H-1,3-thiazin-2-yl)phenylsulfon-yl)urea/thiourea (3a–l) derivatives were synthesized and screened for anticonvulsant activity by maximal electro shock (MES) and pentylenetetrazole (PTZ) induced convulsant model. All the derivatives wer...
(S)- and (R)-Enantiomers of methyl 4-(3-hydroxy-2-methylpropyl)benzoate, obtained by enzymatic kinetic resolution of the related racemic arene(tricarbonyl)chromium complex in the vinyl acetate–PPL/Et2O acylating system, have been converted in four steps into the (R)- and (S)-enantiomers of the ...
Two novel nonylphenoxy acetic acids including (2,6-dimethylheptyl) phenoxy acetic acid (POAA) and (2,6-dimethylheptyl) propanoic acid (POPA) were synthesized via Williamson reaction for the separation of yttrium from rare earth elements (REEs) in this paper. The extraction and stripping of REEs ...
Mexiletine [1-(2,6-dimethylphenoxy)-2-aminopropane], an orally effective antiarrhythmic agent, exhibits enantioselective pharmacokinetics and pharmacodynamics during mexiletine therapy. The purpose of this paper is to emphasize the advantage of tetrahydropyranyl-protected mandelic acid (THPMA) i...
Twenty four new N-[(dimethylphenoxy)alkyl]aminoalkanols have been synthesized and evaluated for anticonvulsant activity in a series of in vivo tests: the maximum electroshock (MES), 6 Hz, and subcutaneous metrazole (ScMet). The compounds were also evaluated for possible neurotoxicity in the rota...
Racemic 3-(2,6-dimethylphenoxy)propane-1,2-diol 8 undergoes spontaneous resolution upon crystallization. This fact is confirmed by the melting point inspection, vibration spectra and X-ray single crystal diffraction of racemic and scalemic crystalline samples of 8. Racemic 8 has been effectively...
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