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Several N (several + n)
Selected AbstractsSynthesis of Substituted Oxazoles from N -Acyl-,-hydroxyamino Acid DerivativesEUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 27 2008Paula M. T. Ferreira Abstract Several N -acyl-,-hydroxyamino acids were prepared and treated with di- tert -butyl dicarbonate in the presence of 4-(dimethylamino)pyridine, followed by treatment with N,N,N,,N, -tetramethylguanidine to give the corresponding N -acyldehydroamino acids in good to high yields. These were then treated with I2/K2CO3 followed by 1,8-diazabicyclo[5.4.0]undec-7-ene. The methyl esters of N -acyldehydroaminobutyric acid gave the corresponding substituted oxazoles in good to high yields. The N -acyldehydrophenylalanines gave 5-phenyloxazole derivatives in low to moderate yields together with ,-iododehydrophenylalanines. Under the same conditions, N -acyldehydroalanines failed to give the corresponding oxazoles. However, when the reaction was carried out in the absence of DBU, it was possible to isolate the ,,,-diiododehydroalanine derivatives. Although the reason for the different reactivities of the N -acyldehydroamino acids is not completely clear to us, cyclic voltammetry studies showed that the less-reactive derivatives have higher reduction potentials. This suggests that the double bonds in dehydroaminobutyric acid derivatives are more susceptible to electrophilic attack by iodine.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008) [source] Ferrocenyliminophosphites as Easy-to-Modify Ligands for Asymmetric CatalysisEUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 29 2007Konstantin N. Gavrilov Abstract Several N,P bidentate phosphite-type ligands derived from readily available ferrocene-based iminoalcohols were successfully used in Rh-catalysed hydrogenations and Pd-catalysed allylic substitutions of a variety of substrates. Moderate-to-high catalytic activities under standard conditions were observed, and the enantiomeric excess of the products were up to 97,%. Results obtained under systematic variation of the ligand parameters indicate that the enantioselectivity is largely determined by the nature of the phosphocentre and also by the substituent in the C*HN-fragment. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007) [source] Toward Diels,Alder Reactions on a Solid Support Using Polymer Bound N -Substituted 3-Hydroxy-4,4-dimethyl-2-pyrrolidinone Acrylate DerivativesEUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 11 2004Rhalid Akkari Abstract Several N -substituted 3-hydroxy-4,4-dimethyl-2-pyrrolidinone acrylate derivatives, selected to allow their attachment to a polymer, have been prepared and tested as dienophiles in the Diels,Alder reaction. The experiments, performed under TiCl4 catalysis in solution or the solid phase with isoprene and cyclopentadiene as dienes, pointed out the difficulties associated with some of these compounds that failed to give the corresponding cycloadduct. 13C NMR studies provided some evidence regarding the nature of the interactions between the acrylate compounds and TiCl4. It appears that the outcome of the reaction is dependent on the acrylate structure and that the 4-(3-hydroxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)benzoic acid acrylate derivatives are highly efficient to give the cycloadduct in good yield and with high regio- or endoselectivity in both solution and solid-phase reaction conditions. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004) [source] Insecticidal activity of N -arylalkylbenzhydrolpiperidinesPEST MANAGEMENT SCIENCE (FORMERLY: PESTICIDE SCIENCE), Issue 12 2002Joel M Wierenga Abstract Benzhydrolpiperidine (BZP) insecticides represent a novel class of chemistry. Their specificity and efficacy as well as their low mammalian toxicity give them excellent potential for commercialization. Several N -arylalkylbenzhydrolpiperidines were tested for activity against a variety of insects in the laboratory and greenhouse. These tests were used to select compounds for field trials and determine rates of application for field tests. The BZP compounds have good activity against Lepidoptera, with modest Coleoptera activity. They are toxic by oral administration and have about 100-fold lower activity by topical exposure. A methyl carbamate BZP, F4265, was the most active compound, with LC50 values of 6,mg,litre,1 or less for most Lepidopteran species tested. F4265 was active in a variety of field trials at 112,224,g,AI,ha,1. Whole-plant testing methods conducted in the greenhouse were effective in determining field test rates. © 2002 Society of Chemical Industry [source] Regioselective Ring-opening Reaction of 1,2-Epoxides with Arylselenol under Solvent-free Conditions and Application to the Synthesis of 1,3-Oxazolidin-2-onesCHINESE JOURNAL OF CHEMISTRY, Issue 5 2006Ming-Hua Yang Abstract Regioselective ring-opening reactions of 1,2-epoxides with ArSeH catalyzed by Ti(OiPr)4 under solvent-free conditions were investigated. A variety of , -hydroxyselenides were obtained in excellent yields of 90%,97% and regioselectivities by a simple, atom economic and environment-friendly procedure. Several N -tosyl-1,3-oxazolidin- 2-ones were prepared starting from the corresponding 1,2-epoxides and ArSeH by a one-pot three-step procedure. [source] Optimization of Thienopyrrole-Based Finger-Loop Inhibitors of the Hepatitis,C Virus NS5B PolymeraseCHEMMEDCHEM, Issue 10 2009Hernando Dr., Ignacio Martin Abstract Infections caused by the hepatitis,C virus (HCV) are a significant world health problem for which novel therapies are in urgent demand. The NS5B polymerase of HCV is responsible for the replication of viral RNA and has been a prime target in the search for novel treatment options. We had discovered allosteric finger-loop inhibitors based on a thieno[3,2- b]pyrrole scaffold as an alternative to the related indole inhibitors. Optimization of the thienopyrrole series led to several N -acetamides with submicromolar potency in the cell-based replicon assay, but they lacked oral bioavailability in rats. By linking the N4-position to the ortho -position of the C5-aryl group, we were able to identify the tetracyclic thienopyrrole 40, which displayed a favorable pharmacokinetic profile in rats and dogs and is equipotent with recently disclosed finger-loop inhibitors based on an indole scaffold. [source] (4-Acyl-5-pyrazolonato)titanium Derivatives: Oligomerization, Hydrolysis, Voltammetry, and DFT StudyEUROPEAN JOURNAL OF INORGANIC CHEMISTRY, Issue 17 2003Francesco Caruso Abstract Twenty 4-acyl-5-pyrazolonato (Q) titanium derivatives of varied nuclearity have been synthesized from Ti(OR)4 or TiCl4 and characterized with spectroscopic methods (IR, NMR, ESI-MS). While Ti,(,-diketonato) cleavage is not seen in isolated solids, Ti,O(alkoxy) (or Ti,Cl) bonds cleave upon hydrolysis, leading to several structural forms, including oligomers. Ionic Q species with no Ti, i.e., obtained after Ti,Q cleavage, are seen for some Ti,Q derivatives by ESI-MS, which also indicates a varied nuclearity for a given species, e.g., the isolated polynuclear [Q2Ti-,-O]n has several "n" values. Mononuclear Ti complexes are obtained under rigorous anhydrous conditions. The cis structures of the mononuclear species (QT)2Ti(OCH3)2, QT = 3-methyl-4-(neopentylcarbonyl)-1-phenylpyrazol-5-onato have been analyzed with DFT methods. A trans influence is a major driving force that accounts for several sets of Ti,O bonds. One of the cis stereoisomers is 56 kcal/mol higher in energy than the other two. In contrast, all (QT)2TiCl2cis isomers show similar energies. Voltammetry of the mononuclear species (QT)2Ti(OnPr)2 and the antitumor tetranuclear compound [(QB)2Ti-,-O]4, (QB = 4-benzoyl-3-methyl-1-phenylpyrazol-5-onato) indicate that the TiIV is less prone to reduction to TiIII in the latter (Epc for the TiIV/TiIII couple is ,1.71 V and ,1.46 V versus Fc+/Fc, respectively). Potential antitumor compounds having a Ti/Q ratio of 1:1 do not disproportionate, unlike the equivalent acetylacetonato derivatives, and are water-soluble. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003) [source] Rate constants of mass transfer kinetics in reversed phase liquid chromatographyAICHE JOURNAL, Issue 12 2005Lan Hong Abstract The parameters of the kinetics of mass transfer of several n -alkylbenzenes were measured by the method of moments on a series of columns prepared with different samples of the same RPLC packing material having widely different average particle diameters, from 3 to 50 ,m. These data were analyzed using the available models, and correlations. The best agreement between experimental and theoretical data was obtained under the assumption that the rate constant for the external mass transfer increases with increasing average particle size, an unexpected conclusion. It was also shown that the interpretation of the relative importance of the roles of pore diffusivity and surface diffusivity in the internal mass transfer kinetics is somewhat ambiguous and that the conclusion to be drawn from experimental results depends on the assumptions made regarding the tortuosity model and the relationship between kext and the average particle size. © 2005 American Institute of Chemical Engineers AIChE J, 2005 [source] | ||||||||||