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The palladium-catalyzed reaction of alpha-bromomethyl sulfoxides, carbon monoxide, and N-nucleophiles follows different reaction pathways according to the catalytic system and the reaction conditions. The Pd-xantphos catalyst affords high yields of alpha-sulfinyl amides by an aminocarbonylation process and is the first example of this type of transformation for a nonbenzylic sp3-hybridized carbon. On the other hand, the oxidative carbonylation of amines occurs with alpha-bromomethyl sulfoxides, carbon monoxide, and catalytic Pd(PPh3)4 under aerobic conditions, yielding ureas and oxalamides from either primary or secondary amines. The reaction with ambident nucleophiles such as amino alcohols was highly selective and took place exclusively at the amino group despite the presence of the alcohol functionality. In parallel to the reaction paths for simple amines, amino alcohols were converted into hydroxy sulfinyl amides when the reaction was catalyzed by Pd-xantphos, while Pd(PPh3)4 catalyst afforded cyclic carbamates. The alkoxycarbonylation reaction of bromomethyl sulfoxides with simple alcohols and CO leading to the corresponding sulfinyl esters is also described.

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Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H829NO – PubChem

 

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Two of the main challenges in post-combustion CO2 capture with ethanolamine are solvent degradation and material corrosion. It has been shown that there is a correlation between degradation and corrosion. The present paper examines this correlation by studying the effect of 10 MEA degradation products on corrosion. Thermal degradation experiments were conducted under stripper conditions for 5 weeks. 30wt% MEA solution with 1wt% of the various degradation products was placed in 316 SS cylinders and stored in a thermostat chamber at 135C. ICP-MS was used for the metal concentration analyses for all the solutions, while ion chromatography was used for the quantitative determination of heat stable salts anions and MEA concentrations. The solutions were also analysed for degradation products in order to study the formation and thermal stability of these compounds. For corrosion monitoring, in addition to ICP-MS analyses, SEM-EDS was used for examining the cylinders’ surface morphology and elemental composition while XRD was used for corrosion product identification. In the present paper, the influence of the secondary degradation products on corrosion is studied. Results show that some specific degradation products, such as Bicine, HeGly and HEEDA, enhance corrosion while others do not seem to have a significant effect on corrosion of stainless steel.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H539NO – PubChem

 

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The present invention relates to a phenoxypropylamine compound of the formula (I)wherein each symbol is as defined in the specification, an optically active compound thereof or a pharmaceutically acceptable salt thereof and hydrates thereof, which simultaneously show selective affinity for and antagonistic activity against 5-HT1Areceptor, as well as 5-HT reuptake inhibitory activity, and can be used as antidepressants quick in expressing an anti-depressive effect.

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The key 3-(2-oxo-2H-chromen-3-yl)-2-oxo-2H,5H-pyrano[3,2-c]chromen-5-yl acetates 3 were synthesized in high yields by cyclocondensation of 4-oxo-4H-chromen-3-carbaldehydes 1 with coumarin-3-acetic acids 2 under mild conditions. The reaction pathway involves aldol condensation and subsequent intramolecular lactonization to afford 2-oxo-2H,5H-pyrano[3,2-c]chromene skeleton 3. Further treatment of acetates 3 with alcohols, water or nitrogen containing compounds led to 5-alkoxy-, 5-hydroxy- or 5-acylamino-2H,5H-pyrano[3, 2-c]chromen-2-ones 4-6 via nucleophilic substitution of acetyloxy group at C-5. Acetates and hydroxyl derivatives 3 and 5 undergo facile rearrangement in an acid medium yielding 5-hydroxypyrano[2,3-b]chromen-2(10aH)-ones 7. Twelve prepared compounds were evaluated on their antineoplastic activities on 60 human tumour cell line panels in NCI USA. The obtained biological results confirmed that 3-(2-oxo-2H-chromen-3-yl)-2H,5H-pyrano[3,2-c]chromen-2-one represents a new leading skeleton suitable for further antitumour activity study.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H550NO – PubChem

 

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Meto-aminophenols of the formula STR1 where R is hydrogen, C1-4 -alkyl, or a C2-4 -hydroxyalkyl; and their use as couplers in an oxidative hair dye in combination with developers.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H214NO – PubChem

 

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Pyridinium N-(heteroaryl)aminides can be employed as robust and practical synthetic equivalents of nucleophilic 1,3-N,N-dipoles in a formal cycloaddition onto electron-rich alkynes under gold catalysis. Convergent and regioselective access to five types of imidazofused heteroaromatics is provided from the appropriate aminide. The efficient transformation accommodates significant structural variation around the aminide, ynamide, or indolyl-alkyne reactants and tolerates sensitive functional groups.

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An improved second-generation synthesis of the unnatural amino acid components of the anticancer peptaibol culicinin D has been developed. With a protected glutamic acid derivate as the starting material, the process readily delivered the Fmoc-protected free acid derivatives of AHMOD ((2S)-amino-(6R)-hydroxy-(4S)-methyl-8-oxodecanoic acid) and AMD ((2S)-amino-(4S)-methyldecanoic acid) required to support solid phase peptide synthesis (SPPS) for structure-activity studies of the natural product. The same approach also provides improved access to pipecolic acid derivatives. A novel Wittig reagent for one-carbon homologation of aldehydes, developed during this work, is also reported.

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Oxazolidine – Wikipedia,
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An efficient direct coupling procedure for the synthesis of N-acyl-2-oxazolidinones derived from alpha,beta-unsaturated carboxylic acids is described in which 2-chloro-1-methylpyridinium iodide is employed as the dehydrating agent.

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We present a general model for understanding the stereochemical course of intramolecular Michael reactions. We show that the addition of beta- ketoester enolates to alpha,beta-unsaturated esters and imides bearing adjacent stereocenters (X, Y = H, Me, OR) leads to high levels of asymmetric induction. Reinforcing and nonreinforcing stereochemical relationships are evaluated from the syn and anti reactant diastereomers. On the basis of synthetic, spectroscopic, and computational studies, we propose that the outcomes of these reactions can be rationalized by a dipole-minimized chair transition-state model.

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Oxazolidine – Wikipedia,
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Chronic obstructive pulmonary disease (COPD) is an inflammatory lung disease associated with irreversible progressive airflow limitation. Matrix metalloproteinase-12 (MMP-12) has been characterized to be one of the major proteolytic enzymes to induce airway remodeling, destruction of elastin and the aberrant remodeling of damaged alveoli in COPD and asthma. The goal of this project is to develop and identify an orally potent and selective small molecule inhibitor of MMP-12 for treatment of COPD and asthma. Syntheses and structure-activity relationship (SAR) studies of a series of dibenzofuran (DBF) sulfonamides as MMP-12 inhibitors are described. Potent inhibitors of MMP-12 with excellent selectivity against other MMPs were identified. Compound 26 (MMP118), which exhibits excellent oral efficacy in the MMP-12 induced ear-swelling inflammation and lung inflammation mouse models, had been successfully advanced into Development Track status.

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