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Lewis acid-promoted synthesis and reactivity of beta-O-benzylhydroxylamino imides derived from D-glyceraldehyde

This paper describes the synthesis and use beta-hydroxylamino imides derived from D-glyceraldehyde possessing a number of reactive sites that operate synergistically or alternatively to bring about highly regio- and diastereoselective transformations to give an optically pure aziridine-2-imide, a dihydro pyrimidine-2,4-dione, or a lactone. Both the syntheses, via the diastereoselective 1,4-conjugate addition of O-benzyl hydroxylamine to alpha,beta-unsaturated imides, and transformations can be simply tuned by choosing between different Lewis acids.

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Children learn through play, and they learn more than adults might expect. Science experiments are a great way to spark their curiosity, get their minds active, and encourage them to do something that doesn¡¯t involve a screen. 497-25-6, C3H5NO2. A document type is Article, introducing its new discovery., 497-25-6

Copper(I)-catalyzed highly regio- and stereoselective boron addition-protonolysis of alkynamides to give alkenamides

Copper-catalyzed and highly chemoselective reduction of N-alkynylamides by a boron addition-protonolysis protocol is presented. The reaction proceeds with the addition of boryl-copper complex to N-alkynylamides with high regioselectivity and stereoselectivity, followed by regiocontrolled transmetallation of the alpha-site of the alkenylboronate with MeOCuL to afford N-alkenylamides in good yields. Deuterium labeling experiments indicated that both of the alkenyl hydrogen atoms originate from the additive methanol. The copper-catalyzed semireduction of N-alkynylamides by a boron addition-protonlysis protocol afforded N-alkenylamides in good yields with high stereo- and chemoselectivity. Deuterium labeling experiments indicated that both of the alkenyl hydrogen atoms of the N-alkenylamides originate from the additive methanol. Copyright

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497-25-6, A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 497-25-6, Name is Oxazolidin-2-one, molecular formula is C3H5NO2. In a Article, authors is Poindexter, Graham S.£¬once mentioned of 497-25-6

The Use of 2-Oxazolidinones as Latent Aziridine Equivalents. 2. Aminoethylation of Aromatic Amines, Phenols, and Thiophenols

The utility of 2-oxazolidinones 1 as latent, carboxylated aziridine functionalities was examined.Reaction of 2-oxazolidinone (1a), 3-methyl2-oxazolidinone (1b), 3-(phenylmethyl)-2-oxazolidinone (1c), 3-phenyl-2-oxazolidinone (1d) 4,4-dimethyl-2-oxazolidinone (1e), and 5-ethyl-2-oxazolidinone (1f) with aromatic amine salts, phenol, or thiophenols at elevated temperatures (> 130 deg C) afforded aminoethylated adducts.The aminoethylation occurred with concomitant loss of carbon dioxide to furnish variously substituted N-aryl-1,2-ethanediamines 4, 1-(2-phenoxyethyl)-2-imidazolidinone (8), or 2-(arylthio)ethanamines 9 on reactions of 1 with aromatic amine salts, phenol, and thiophenols, respectively.Imidazolidinone 8 is believed to be a secondary reaction product resulting from the condensation of the initially formed 2-phenoxyethanamine with starting oxazolidinone 1a.The aminoethylation reaction did not proceed with aliphatic amine hydrochlorides or alkyl mercaptans.Preliminary mechanistic pathways for these ring openings were also investigated employing a specific, C-5 deuterium-labeled oxazolidinone 1b-d2.Ring-opening experiments of 1b-d2 with N-methylaniline hydrochloride suggest reaction can occur through either a dioxazolinium 5 and/or 5 intermediate.In contrast, reaction of 1b-d2 with thiophenol suggests ring-opening to proceed only via the dioxazolinium pathway.

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Synthesis of unnatural amino acids from serine derivatives by beta-fragmentation of primary alkoxyl radicals

(Chemical Equation Presented) The fragmentation of primary alkoxyl radicals has been scarcely used in synthesis since other competing processes (such as oxidation or hydrogen abstraction) usually predominate. However, when serine derivatives were used as substrates, the scission took place in excellent yields. Tandem scission-allylation, -alkylation, or -arylation reactions were subsequently developed. This one-pot methodology was applied to the synthesis of unnatural amino acids, which are useful synthetic blocks or amino acid surrogates in peptidomimetics.

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497-25-6, One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, such as the rate of change in the concentration of reactants or products with time.In a article, authors is Maki, Toshikatsu, mentioned the application of 497-25-6, Name is Oxazolidin-2-one, molecular formula is C3H5NO2

Arylboronic acid-catalyzed direct condensation of carboxylic acids with ureas

The first example of the catalytic direct condensation of carboxylic acids with ureas to give N-acylureas, N,N?-diacyl-2-imidazolidones, and poly(N,N?-diacyl-2-imidazolidone)s is described. Arylboronic acids bearing electron-withdrawing substituents are highly effective as catalysts for this condensation. Furthermore, a new and efficient one-pot procedure for the conversion of carboxylic acids and urea to nitriles via N-acylurea intermediates was accomplished by using arylboronic acid and rhenium(VII) oxo complexes as hybrid catalysts.

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K?La?MgO as heterogeneous catalyst for synthesis of 3-(2-hydroxyethyl)-1,3-oxazolidin-2-one from diethanol amine and carbon dioxide

Cost-effective valorization of carbon dioxide into bulk and specialty chemicals using catalysis will be attractive in the foreseeable future. 1,3-Oxazolidin-2-one derivatives are one of the important classes of heterocyclic compounds which have wide applications in pharmaceutical industries due to their biological activities such as antibacterial, antimicrobial, antiseptic. Various synthetic routes are employed to prepare these compounds which include phosgenation, oxidative carbonylation, etc., which make use of polluting chemicals and homogeneous catalysts. The heterogeneous catalytic processes to synthesize these derivatives are quite limited. Thus, developing a green route which is environmental friendly is highly desirable. The current work deals with development of a heterogeneous reusable catalyst and its application to synthesize 1,3-oxazolidin-2-one derivatives using carbon dioxide as a C1 source. The fact that?no use of promoter or organic co-catalyst is made?in the current process makes the synthesis route more favorable. Pure La?MgO and K?La?MgO with different K loading (1, 3, 5, and 7?wt%) synthesized by combustion route were screened for carbonylation of diethanol amine. 5% K?La?MgO was found to be the best catalyst. The catalyst was well characterized in virgin form and after use by various analytical techniques like TEM, SEM, XRD, CO2 and NH3-TPD, BET surface area analysis. With 5% K?La/MgO, 72% conversion of diethanol amine was achieved with 100% selectivity of the desired product at optimum conditions, i.e., 150?C, 5?wt% K?La/MgO catalyst loading of 0.02?g/cm3 and 2.0?MPa CO2 pressure. Reaction mechanism was proposed and kinetic model developed. The apparent activation energy was calculated as 18.76?kcal/mol. The catalyst was robust and recyclable. The process is clean and green.

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Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In some cases, the catalyzed mechanism may include additional steps.In a article, 497-25-6, molcular formula is C3H5NO2, introducing its new discovery. 497-25-6

S-2-(substituted ethylamino)ethyl phosphorothioates

Substituted phosphorothioate derivatives and pharmaceutical compositions thereof as potential antiradiation agents are disclosed.

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An efficient and mild method for the synthesis of oxazolidin-2-one is described, using bis(o-nitrophenyl) carbonate as carbonylation reagent and beta-aminoethanol. The reaction was monitored by FT-IR spectroscopy and TLC. The product was obtained in best yield 90%.

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Synthesis and characterization of novel polythiourethane hardeners for epoxy resins

A novel thiol-terminated polythiourethanes were synthesized from low-molecular-weight di- and multifunctional mercaptans and diisocyanates and employed as curing agent of epoxy resin. The curing reaction of epoxy resin and thermal properties of cured products were investigated with differential scanning calorimetry. Evaluation of climatic ageing resistance was made by the change in mechanical properties. Mechanical studies indicated that the application of polythiourethane has toughening effect and significantly increases ageing resistance of the cured resins. The results of this study indicate that molecular structure and functionality of polythiourethane oligomers are of critical importance in governing the curing mechanism, structure of the network and final properties of epoxy compositions.

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Chemistry is the science of change. But why do chemical reactions take place? Why do chemicals react with each other? The answer is in thermodynamics and kinetics.In a document type is Article, the author is Evans and a compound is mentioned, 497-25-6, Oxazolidin-2-one, introducing its new discovery. 497-25-6

Enantioselective and diastereoselective Mukaiyama-Michael reactions catalyzed by bis(oxazoline) copper(II) complexes

The scope of highly enantioselective and diastereoselective Michael additions of enolsilanes to unsaturated imide derivatives has been developed with use of [Cu((S,S)-t-Bu-box)](SbF6)2 (1a) as a Lewis acid catalyst. The products of these additions are useful synthons that contain termini capable of differentiation under mild conditions. Michael acceptor Pi-facial selectivity is consistent with two-point binding of the imide substrate and can be viewed as an extension of substrate enantioselection in the corresponding Diels-Alder reactions. A model analogous to the one employed to describe the hetero Diels-Alder reaction is proposed to account for the observed relation between enolsilane geometry and product absolute diastereocontrol. Insights into modes of catalyst inactivation are given, including spectroscopic evidence for inhibition of the catalyst by a dihydropyran intermediate that evolves during the course of the reaction. A procedure is disclosed in which an alcohol additive is used to hydrolyze the inhibiting dihydropyran and afford the desilylated Michael adduct in significantly shortened reaction time.

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