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Organic polymers and novel polymerizable compound

Organic polymers having water contact angles of 20 or smaller, preferably 7 or smaller and equipped with both high wettability and high transparency. The organic polymers may contain as partial structures polar structures of about 3 debyes or higher in dipole moment and are available especially from polymerization of polymerizable compounds having alkylene(thio)urea structures.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H148NO – PubChem

 

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Synthesis of N-(iodophenyl)-amides via an unprecedented Ullmann-Finkelstein tandem reaction

Using a new Ullmann-Finkelstein tandem reaction, N-(iodophenyl)-amides were synthesized from the corresponding amides and iodo-bromobenzenes. The catalyst/ligand couple CuI/N,N?-dimethyl-cyclohexane-1,2-diamine was used for this reaction in dioxane with K3PO4 as base.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H1066NO – PubChem

 

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Thermal degradation on already oxidatively degraded solutions

CO2 capture with alkanolamines has been in use since 1930, where 2-ethanolamine (MEA) is the most studied absorbent for post-combustion. In order to prevent degradation, it is important to understand the degradation mechanisms, which in turn requires knowledge of both stoichiometry and kinetics of the reactions and chemical pathways associated with degradation. In the present work thermal degradation with CO2 in closed cylinders at 135C is performed on already oxidatively degraded solutions from both an open batch and a closed batch setup. Thermal degradation with CO2 on oxidatively degraded solutions seems to give typical thermal degradation compounds.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H1095NO – PubChem

 

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Substrate-directable heck reactions with arenediazonium salts. The regio- and stereoselective arylation of allylamine derivatives and applications in the synthesis of naftifine and abamines

The palladium-catalyzed, substrate-directable Heck-Matsuda reaction of allylamine derivatives with arenediazonium salts is reported. The reaction proceeds under mild conditions, with excellent regio- and stereochemical control as a function of coordinating groups present in the allylamine substrate. The distance between the olefin moiety and the car-bonylic system seems to play a key role regarding the regiocontrol. The method presents itself as robust, as simple to carry out, and with wide synthetic scope concerning the allylic substrates and the type of arenediazonium employed. The synthetic potential of the method is illustrated by the short total syntheses of the bioactive compounds naftifine, abamine, and abamine SG.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H911NO – PubChem

 

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Influence of experimental setup on amine degradation

Chemical stability of amines under CO2 capture conditions is a well known problem both for process operability and related to economy and environmental issues. Many degradation studies have been conducted under different conditions and in different apparatuses. In this work the chemical stability of a set of amines and their degradation products using 3 different setups have been studied. A new degradation compound for 2-ethanolamine (MEA), N-(2-hydroxyethyl)-2-[(2-hydroxyethyl)amino]-acetamide (HEHEAA) was quantified resulting in a total of 21 degradation compounds for MEA. Liquid phase metal and gas phase oxygen concentrations, temperature and volatility of degradation products (intermediates) all influence degradation and differences in results from the various apparatuses are observed. Conditions favouring formation of primary degradation compounds are difficult to identify and explain, but generally low metal and oxygen concentrations and temperature reduce their formation. For some of the secondary degradation compounds volatility of intermediates was an issue and higher formation rates were seen in the closed setup which preserved more of these products in the solvent compared to the open setup with gas throughput. Amines believed to form volatile degradation compounds showed lower chemical stability in the open setup compared to the closed setup. A new mechanism for the important degradation product N-(2-hydroxyethyl)-glycine (HEGly) is suggested.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H1094NO – PubChem

 

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Highly enantioselective Diels Alder reactions of Danishefsky type dienes with electron-deficient alkenes catalyzed by Yb(III)-BINAMIDE complexes

1-Methoxy-3-trimethylsiloxy-1,3-butadiene (Danishefsky-s diene) is recognized as a synthetically useful diene due to its high reactivity in the Diels-Alder reaction with electron-deficient alkenes to give oxygen-functionalyzed cyclohexenes and substituted cyclohexenones, which are important building blocks for the total synthesis of natural products. However, the development of catalytic enantioselective versions of Diels-Alder reactions using Danishefsky type dienes with electron-deficient alkenes has been difficult because of the instability of the dienes under Lewis acidic conditions. Only highly reactive C=O and C=N double bonds are employed in a hetero-Diels-Alder reaction which proceeds under catalysis of chiral Lewis acids. We have developed a new chiral ligand, BINAMIDE, which is easily prepared from 1,1?-binaphtyl-2,2?-diamine by acylation. The highly diastereo- and enantioselective Diels-Alder reaction of Danishefsky type dienes with electron-deficient alkenes in the presence of an Yb(III)-BINAMIDE complex has been developed. The reaction proceeded in an exoselective mode and gave chiral highly functionalized cyclohexene derivatives in good yields. Copyright

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H1027NO – PubChem

 

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Catalytic enantioselective intramolecular redox reactions: Ring-fused tetrahydroquinolines

(Chemical Equation Presented) The first example of a catalytic enantioselective intramolecular hydride shift/ring closure reaction is reported. This redox neutral reaction cascade allows for the efficient formation of ring-fused tetrahydroquinolines in high enantioselectivities.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H849NO – PubChem

 

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Highly efficient phosphine-catalyzed aza-Michael reactions of alpha,beta-unsaturated compounds with carbamates in the presence of TMSCl

Aza-Michael reactions of enones with carbamates took place efficiently in the presence of a catalytic amount of phosphine and TMSCl to afford the total products in high yields. The new catalytic system was also efficient in the aza-Michael reaction of chalcone, which was difficult to react with carbamates by transition metal salts catalysts.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H1154NO – PubChem

 

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Divergent selectivity in Mgl2-mediated ring expansions of methylenecyclopropyl amides and imides

We report a novel approach to prepare five- and six-membered heterocyclic compounds via a ring expansion of monoactivated methylenecyclopropanes (MCPs) with aldimines and aldehydes in the presence of MgI2. Monoactivated MCPs behave as homo-Michael acceptors to afford bifunctional vinylogous enolates in the presence of MgI2. The carbonyl moiety of the monoactivated MCP dramatically influences the reaction site in the dienolate with aryl aldimines and aldehydes as well as the size of the ring. Excellent divergent selectivity to five- vs. six-membered heterocycles is observed: alpha-alkylation/5-exo-tet cyclization (Z = NPh2) vs. gamma-alkylation/6-exo- trig cyclization (Z = 2-oxazolidone). Analogously, the reaction of the MCP imide with alkyl aldimines demonstrates the same selectivity by varing the size of electrophile or the reaction temperature. In addition, we observe the first example of the formation of the gamma-alkylation adduct in the reaction of a vinylogous imide enolate with a carbonyl compound.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H721NO – PubChem

 

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A highly efficient sulfur-catalyzed oxidative carbonylation of primary amines and beta-amino alcohols

A highly efficient sulfur-catalyzed oxidative carbonylation of aliphatic amines and aliphatic beta-amino alcohols to ureas and 2-oxazolidinones, respectively, was developed. Sodium nitrite was involved in the reoxidation of hydrogen sulfide to sulfur in the catalytic oxidative carbonylation cycle. Georg Thieme Verlag Stuttgart.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H890NO – PubChem