Category: 1993/4/9

Pietrasiak, Ewa published the artcileCobalt-Catalyzed Formation of Grignard Reagents via C-O or C-S Bond Activation, Application In Synthesis of 93-04-9, the publication is Journal of Organic Chemistry (2022), 87(13), 8380-8389, database is CAplus and MEDLINE.

C(aryl)-OMe bond functionalization catalyzed by Co(II) chloride in combination with a nacnac-type ligand and Mg as a reductant is reported. Borylation and benzoylation of aryl methoxides are demonstrated, and C(aryl)-SMe bond borylation can be achieved under similar conditions. This is the 1st example of achieving these transformations using Co catalysis. Mechanistic studies suggest that a Grignard reagent is generated as an intermediate in a rare example of a magnesiation via a C-O bond activation reaction. Indeed, an organomagnesium species could be directly observed by electrospray ionization mass spectroscopic anal. Kinetic experiments indicate that a heterogeneous Co catalyst performs the C-O bond activation.

Journal of Organic Chemistry published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C11H10O, Application In Synthesis of 93-04-9.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Deolka, Shubham published the artcilePhotoinduced Trifluoromethylation of Arenes and Heteroarenes Catalyzed by High-Valent Nickel Complexes, SDS of cas: 93-04-9, the publication is Angewandte Chemie, International Edition (2021), 60(46), 24620-24629, database is CAplus and MEDLINE.

Authors describe a series of air-stable Ni^III complexes supported by a simple, robust naphthyridine-based ligand. Access to the high-valent oxidation state is enabled by the CF₃ ligands on the nickel, while the naphthyridine exhibits either a monodentate or bidentate coordination mode that depends on the oxidation state and sterics, and enables facile aerobic oxidation of NiII to NiIII. These Ni^III complexes act as efficient catalysts for photoinduced C(sp²)-H bond trifluoromethylation reactions of (hetero)arenes using versatile synthetic protocols. This blue LED light-mediated catalytic protocol proceeds via a radical pathway and demonstrates potential in the late-stage functionalization of drug analogs.

Angewandte Chemie, International Edition published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C11H10O, SDS of cas: 93-04-9.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Mueller, Valentin published the artcileC-F Activation for C(sp²)-C(sp³) Cross-Coupling by a Secondary Phosphine Oxide (SPO)-Nickel Complex, Quality Control of 93-04-9, the publication is Organic Letters (2020), 22(17), 7034-7040, database is CAplus and MEDLINE.

A secondary phosphine oxide (SPO)-nickel catalyst allowed the activation of otherwise inert C-F bonds of unactivated arenes in terms of challenging couplings with primary and secondary alkyl Grignard reagents. The C-F activation is characterized by mild reaction conditions and high levels of branched selectivity. Electron-rich and electron-deficient arenes were suitable electrophiles for this transformation. In addition, this strategy also proved suitable to heterocycles and for the activation of C-O bonds under slightly modified conditions.

Organic Letters published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C11H10O, Quality Control of 93-04-9.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Koparan, Arzu published the artcileA Validated Method for Separation and Determination of Codeine Phosphate Hemihydrate Impurities in Bilayer Tablet Dosage Form of Naproxen Sodium and Codeine Phosphate by Using UHPLC, Safety of 2-Methoxynaphthalene, the publication is Current Pharmaceutical Analysis (2021), 17(6), 748-760, database is CAplus.

Apranax Plus is a new bilayer tablet dosage form, which combines two active pharmaceutical ingredients: naproxen sodium and codeine phosphate. The purpose of this work was to develop an Ultra-High-Performance Liquid Chromatog. (UHPLC) method for the separation and determination of codeine phosphate hemihydrate impurities in a bilayer tablet dosage form. The separation and determination of codeine phosphate hemihydrate and its impurities, methylcodeine, morphine, codeine dimer, 10-hydroxycodeine, 14-hydroxycodeine, thebaine and codeinone were achieved by using reversed-phase liquid chromatog. with TUV (Tunable UV Detector) and PDA (Photodiode Array Detector) detection by UHPLC. The new proposed method utilized by the Waters Acquity UHPLC TUV and PDA systems using a UHPLC column Waters Acquity, BEH, C18, 2.1×100 mm, 1.7μm particle size with a mixture of component A and acetonitrile in a gradient mode at a flow rate of 0.3mL/min, at 25°C with a load of 5μL. The detection for all eluted compounds was carried out at 245nm. The codeine phosphate hemihydrate and peaks of its impurities were adequately obtained, thus proving the stability-indicating power of the method. The developed method was validated as per the ICH guidelines with respect to parameters such as precision, accuracy, linearity, Limit of Detection (LOD), Limit of Quantification (LOQ) and robustness. It was verified as being adequate for all the mentioned impurities of codeine phosphate hemihydrate. The described method was found to be useful for routine purity testing and was also found suitable for the anal. of the stability samples of the drug product.

Current Pharmaceutical Analysis published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C11H10O, Safety of 2-Methoxynaphthalene.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Kanemoto, Kazuya published the artcileAcid-Mediated Sulfonylthiolation of Arenes via Selective Activation of SS-Morpholino Dithiosulfonate, Product Details of C11H10O, the publication is Organic Letters (2021), 23(5), 1582-1587, database is CAplus and MEDLINE.

A trifluoroacetic-acid-mediated desulfurilative sulfonylthiolation of arenes RH (R = 4-methoxyphenyl, thiophen-2-yl, 6-bromo-2-hydroxynaphthalen-1-yl, etc.) using SS-morpholino 4-toluene(dithioperoxo)sulfonate is described. This system is based on selective activation of the morpholino group over the tosyl group of the doubly transformable sulfur surrogate. Mechanistic studies suggested that the reaction proceeds through electrophilic aromatic substitution followed by sulfur extrusion. The wide substrate scope of this reaction and the transformability of the resulting thiosulfonates RSTs enable expeditious access to divergent multifunctionalized sulfides.

Organic Letters published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C11H10O, Product Details of C11H10O.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Hungerford, Natasha L. published the artcileOccurrence of environmental contaminants (pesticides, herbicides, PAHs) in Australian/Queensland Apis mellifera honey, Safety of 2-Methoxynaphthalene, the publication is Food Additives & Contaminants, Part B: Surveillance (2021), 14(3), 193-205, database is CAplus and MEDLINE.

Honey is a popular agricultural product containing mostly sugars and water, but due to its nutritious components and natural production by honeybees (Apis mellifera) from floral nectar, it is marketed as a premium health food item. As environmental monitors, honeybees can potentially transfer environmental contaminants to honey. While pesticides can have ubiquitous presence in agricultural and urban areas, polycyclic aromatic hydrocarbons (PAHs) can be more prevalent in higher d. urban/industrial environments. Australian beehives are customarily located in rural areas/forests, but it is increasingly popular to keep hives in urban areas. This study assessed the levels of environmental contaminants in honeys (n = 212) from Queensland/Australian sources including rural, peri-urban and urban areas. Honey samples were analyzed by LC-MS/MS and GC-MS/MS for 53 herbicides, 83 pesticides, 18 breakdown products (for certain pesticides/herbicides) and 33 PAHs and showed low/negligible pesticide, herbicide and PAHs contamination, consistent regardless of honey origins.

Food Additives & Contaminants, Part B: Surveillance published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C11H10O, Safety of 2-Methoxynaphthalene.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Wu, Shaofeng published the artcilePhosphorous Acid-Catalyzed Alkylation of Phenols with Alkenes, Safety of 2-Methoxynaphthalene, the publication is Journal of Organic Chemistry (2020), 85(22), 14307-14314, database is CAplus and MEDLINE.

A H₃PO₃-catalyzed alkylation of phenols with alkenes is achieved in a facile, efficient, and selective manner. The reaction shows a unique selectivity, i.e., excellent regioselectivity, thorough suppression of overalkylation, without alkylation of a simple Ph ring, and can selectively provide ortho-, meta-, or para-alkylated phenol derivatives in good to excellent yields. This feature along with mild reaction conditions, sensitive functional group tolerance, and scale-up synthesis and late modification of phenolic bioactive compounds make it an ideal and practical alternative for the modification of phenols.

Journal of Organic Chemistry published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C25H16O, Safety of 2-Methoxynaphthalene.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Lee, Yong Ho published the artcilePalladium-catalysed carboformylation of alkynes using acid chlorides as a dual carbon monoxide and carbon source, Product Details of C11H10O, the publication is Nature Chemistry (2021), 13(2), 123-130, database is CAplus and MEDLINE.

Hydroformylation, a reaction that installs both a C-H bond and an aldehyde group across an unsaturated substrate, is one of the most important catalytic reactions in both industry and academia. Given the synthetic importance of creating new C-C bonds, the development of carboformylation reactions, wherein a new C-C bond is formed instead of a C-H bond, would bear enormous synthetic potential to rapidly increase mol. complexity in the synthesis of valuable aldehydes. However, the demanding complexity inherent in a four-component reaction, utilizing an exogenous CO source, has made the development of a direct carboformylation reaction a formidable challenge. Here, we describe a palladium-catalyzed strategy that uses readily available aroyl chlorides as a carbon electrophile and CO source, in tandem with a sterically congested hydrosilane, to perform a stereoselective carboformylation of alkynes [e.g., 2-methylbenzoyl chloride + i-Pr₃SiH + n-PrCCPr-n â†?(Z)-I (up to 83%)]. An extension of this protocol to four chemodivergent carbonylations further highlights the creative opportunity offered by this strategy in carbonylation chem.

Nature Chemistry published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C11H10O, Product Details of C11H10O.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Zhao, Lanxiao published the artcileRegioselective C-H Alkylation of Aromatic Ethers with Alkenes by a Half-Sandwich Calcium Catalyst, SDS of cas: 93-04-9, the publication is ACS Catalysis (2022), 12(13), 7877-7885, database is CAplus.

The catalytic ortho-regioselective C-H alkylation of a of alkoxy-substituted benzene derivatives with alkenes could be achieved by the use of a half-sandwich calcium alkyl complex [(CpAr₅)Ca{CH(SiMe₃)₂}(THF)] (CpAr₅ = C₅Ar₅, Ar = 3,5-i-Pr-C₆H₃) as the precatalyst to form 1-alkoxy-2-phenethylbenzene derivatives I [R = H, 4-Me, 4-SMe, etc.; R¹ = OMe, OEt, i-Pr, etc.]. The potential catalytic reaction intermediates, half-sandwich calcium anisyl complexes [(CpAr₅)Ca(o-MeO-m-Ph-C₆H₃) (THF)₂] and [(CpAr₅)Ca(o-MeO-2-Np) (THF)₂] (Np = naphthyl), were isolated and X-ray structurally characterized. DFT calculations were carried out to elucidate the different reaction profiles of sp² and sp³ C-H activations.

ACS Catalysis published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C19H14Cl2, SDS of cas: 93-04-9.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem