Bowles, Mark R’s team published research in Fundamental and Applied Toxicology in 1992-10-31 | 52244-70-9

Fundamental and Applied Toxicology published new progress about Alveolus. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, HPLC of Formula: 52244-70-9.

Bowles, Mark R.; Eyles, Darryl W.; Hampson, Edith C. G. M.; Pond, Susan M. published the artcile< Quantitation of paraquat in biological samples by radioimmunoassay using a monoclonal antibody>, HPLC of Formula: 52244-70-9, the main research area is paraquat determination biol sample monoclonal antibody; RIA paraquat urine blood bronchoalveolar lavage.

The authors have developed a sensitive and specific RIA for the quant. determination of paraquat in plasma, urine, and bronchoalveolar lavage fluid using a monoclonal antibody. The synthesis of the iodinated paraquat tracer is novel and less complicated than a previously reported method. Regardless of the type of biol. sample analyzed, the sensitivity of the assay was 0.46 ng/mol in a 200-μL aliquot. The results correlated well with those of another assay performed in a sep. laboratory Paraquat concentrations were determined in plasma and in urine of a dog over several days after the i.v. administration of 7.48 mg paraquat cation/kg and in bronchoalveolar lavage fluid obtained 34 h after the 2-h infusion was discontinued. Concentrations of paraquat measured ranged from 14.1 to 0.03 μg/mL in plasma and 2034 to 0.36 μg/mL in urine. Concentrations of paraquat in plasma obtained at various times after the ingestion of paraquat by three patients ranged from 51.0 to 0.010 μg/mL.

Fundamental and Applied Toxicology published new progress about Alveolus. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, HPLC of Formula: 52244-70-9.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Sakai, Norio’s team published research in Synthesis in 2020-06-30 | 10541-78-3

Synthesis published new progress about Multicomponent reaction. 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, HPLC of Formula: 10541-78-3.

Sakai, Norio; Sasaki, Kazuki; Suzuki, Hiroki; Ogiwara, Yohei published the artcile< One-pot synthesis of α-halo β-amino acid derivatives via the difunctional coupling of ethyl α-diazoacetate with silyl halides and N,O-acetals or aromatic tertiary amines>, HPLC of Formula: 10541-78-3, the main research area is halo beta amino acid ester synthesis solvent effect; ethyl diazoacetate difunctionalization silyl halide acetal aromatic tertiary amine; three component coupling reaction iminium intermediate.

The difunctionalization of Et α-diazoacetate (EDA) using silyl halides as a nucleophile and N,O-acetals as an electrophile under metal-free conditions is described. This process undergoes a novel three-component coupling (3-CC) reaction using EDA, which leads to a one-pot preparation of α-halo β-amino acid esters. Also, this protocol could be adapted to accept an electrophile composed of aromatic tertiary amines. In both 3-CC reactions, the key reaction intermediate is an iminium intermediate that can be easily and effectively generated either from N, O-acetals or from aromatic tertiary amines.

Synthesis published new progress about Multicomponent reaction. 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, HPLC of Formula: 10541-78-3.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Zarate, Cayetana’s team published research in Journal of the American Chemical Society in 2017-01-25 | 52244-70-9

Journal of the American Chemical Society published new progress about Bond cleavage (carbon-methoxy). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Computed Properties of 52244-70-9.

Zarate, Cayetana; Nakajima, Masaki; Martin, Ruben published the artcile< A Mild and Ligand-Free Ni-Catalyzed Silylation via C-OMe Cleavage>, Computed Properties of 52244-70-9, the main research area is ligand free nickel catalyzed silylation carbon methoxy cleavage; anisole derivative nickel catalyzed silylation.

Metal-catalyzed transformations that forge carbon-heteroatom bonds are of central importance in organic synthesis. Despite the formidable potential of aryl Me ethers as coupling partners, the scarcity of metal-catalyzed C-heteroatom bond formations via C-OMe cleavage is striking, with isolated precedents requiring specialized, yet expensive, ligands, high temperatures, and π-extended backbones. Authors report an unprecedented catalytic ipso-silylation of aryl Me ethers under mild conditions and without recourse to external ligands. The method is distinguished by its wide scope, which includes the use of benzyl Me ethers, vinyl Me ethers, and unbiased anisole derivatives, thus representing a significant step forward for designing new C-heteroatom bond formations via C-OMe scission. Applications of this transformation in orthogonal silylation techniques as well as in further derivatizations are also described. Preliminary mechanistic experiments suggest the intermediacy of Ni(0)-ate complexes, leaving some doubt that a canonical catalytic cycle consisting of an initial oxidative addition of the C-OMe bond to Ni(0) species comes into play.

Journal of the American Chemical Society published new progress about Bond cleavage (carbon-methoxy). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Computed Properties of 52244-70-9.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Zhang, Shaochun’s team published research in Organic Chemistry Frontiers in 2019 | 10541-78-3

Organic Chemistry Frontiers published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Electric Literature of 10541-78-3.

Zhang, Shaochun; Ibrahim, Jessica Juweriah; Yang, Yong published the artcile< A pincer ligand enabled ruthenium catalyzed highly selective N-monomethylation of nitroarenes with methanol as the C1 source>, Electric Literature of 10541-78-3, the main research area is aryl amine preparation; nitroarene alc selective monomethylation tandem.

A straightforward and highly selective N-monomethylation of nitro compounds RNO2 (R = 4-methylphenyl, quinolin-6-yl, 9-oxo-9H-fluoren-1-yl, etc.) with methanol as the C1 source was developed by employing [RuCl2(p-cymene)2]2 as the catalyst and an NNN pincer (amine-pyridine-imine, API) as the ligand. This protocol was found to be highly selective and effective in the N-monomethylation of a broad spectrum of nitroarenes including pharmaceutically relevant nitro compounds with good tolerance of a set of functional groups. The mechanistic studies revealed that the reaction proceeded via a borrowing-hydrogen pathway in a one-pot cascade manner and methanol serves as both a hydrogen source and a methylation agent.

Organic Chemistry Frontiers published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Electric Literature of 10541-78-3.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Resch, Verena’s team published research in Chemistry – A European Journal in 2012 | 56724-03-9

Chemistry – A European Journal published new progress about Enzyme functional sites, active. 56724-03-9 belongs to class ethers-buliding-blocks, and the molecular formula is C9H10O2, Name: 3-Methoxy-2-methylbenzaldehyde.

Resch, Verena; Lechner, Horst; Schrittwieser, Joerg H.; Wallner, Silvia; Gruber, Karl; Macheroux, Peter; Kroutil, Wolfgang published the artcile< Inverting the Regioselectivity of the Berberine Bridge Enzyme by Employing Customized Fluorine-Containing Substrates>, Name: 3-Methoxy-2-methylbenzaldehyde, the main research area is fluorine substrate preparation regiochem berberine bridge enzyme.

Fluorine is commonly applied in pharmaceuticals to block the degradation of bioactive compounds at a specific site of the mol. Blocking of the reaction center of the enzyme-catalyzed ring closure of 1,2,3,4-tetrahydrobenzylisoquinolines by a fluoro moiety allowed redirecting the berberine bridge enzyme (BBE)-catalyzed transformation of these compounds to give the formation of an alternative regioisomeric product, namely 11-hydroxy-functionalized tetrahydroprotoberberines instead of the commonly formed 9-hydroxy-functionalized products. Alternative strategies to change the regioselectivity of the enzyme, such as protein engineering, were not applicable in this special case due to missing substrate-enzyme interactions. Medium engineering, as another possible strategy, had clear influence on the regioselectivity of the reaction pathway, but did not lead to perfect selectivity. Thus, only substrate tuning by introducing a fluoro moiety at one potential reactive carbon center switched the reaction to the formation of exclusively one regioisomer with perfect enantioselectivity.

Chemistry – A European Journal published new progress about Enzyme functional sites, active. 56724-03-9 belongs to class ethers-buliding-blocks, and the molecular formula is C9H10O2, Name: 3-Methoxy-2-methylbenzaldehyde.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Lu, Xingliang’s team published research in Journal of the American Chemical Society in 1998-10-21 | 52244-70-9

Journal of the American Chemical Society published new progress about Reaction mechanism. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Related Products of 52244-70-9.

Lu, Xingliang; Silverman, Richard B. published the artcile< Monoamine Oxidase B-Catalyzed Reactions of cis- and trans-5-Aminomethyl-3-(4-Methoxyphenyl)dihydrofuran-2(3H)-ones. Evidence for a Reversible Redox Reaction>, Related Products of 52244-70-9, the main research area is monoamine oxidase B reversible redox reaction.

Monoamine oxidase B (MAO B) was previously shown to catalyze the decarboxylation of cis- and trans-5-(aminomethyl)-3-(4-methoxyphenyl)dihydrofuran-2(3H)-one hydrochloride. By [14C]-labeling of the aryl methoxyl group, it is now shown that the decarboxylated product is 4-(4-methoxyphenyl)butanal, which is in the same oxidation state as the substrate. Two other products are produced, 4-carboxy-4-(4-methoxyphenyl)butanal, and 5-formyl-3-(4-methoxyphenyl)dihydrofuran-2(3H)-one. Only 5-formyl-3-(4-methoxyphenyl)dihydrofuran-2(3H)-one is an oxidation product; 4-(4-methoxyphenyl)butanal and 4-carboxy-4-(4-methoxyphenyl)butanal are in the same oxidation state as the substrate. No products are detected under strictly anaerobic conditions. All of these products can be rationalized as arising from the formation of an α-carbon radical, generated either by single-electron amine oxidation and loss of a proton or direct hydrogen atom abstraction. This intermediate then can undergo second electron oxidation and hydrolysis of the iminium ion to give 5-formyl-3-(4-methoxyphenyl)dihydrofuran-2(3H)-one (the normal oxidation product). However, it also can suffer either homolytic C-O bond cleavage, decarboxylation, and electron return from the active site to give 4-(4-methoxyphenyl)butanal or heterolytic cleavage and electron return from the active site to give 4-carboxy-4-(4-methoxyphenyl)butanal. 5-(4-Methoxyphenyl)tetrahydrofuran-2-ol, an oxidation product from the intermediate that leads to 4-(4-methoxyphenyl)butanal, is not detected. These results suggest that MAO B can catalyze reversible redox reactions.

Journal of the American Chemical Society published new progress about Reaction mechanism. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Related Products of 52244-70-9.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Borjesson, Marino’s team published research in Journal of the American Chemical Society in 2016-06-22 | 52244-70-9

Journal of the American Chemical Society published new progress about Carboxylation. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Reference of 52244-70-9.

Borjesson, Marino; Moragas, Toni; Martin, Ruben published the artcile< Ni-Catalyzed Carboxylation of Unactivated Alkyl Chlorides with CO2>, Reference of 52244-70-9, the main research area is carboxylic acid preparation; alkyl chloride carboxylation Ni catalyst.

A catalytic carboxylation of unactivated primary, secondary, and tertiary alkyl chlorides with CO2 at atm. pressure is described. This protocol represents the first intermol. cross-electrophile coupling of unactivated alkyl chlorides, thus leading to new knowledge in the cross-coupling arena.

Journal of the American Chemical Society published new progress about Carboxylation. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Reference of 52244-70-9.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Xi, Junwei’s team published research in Chinese Journal of Chemistry in 2020-10-31 | 17100-64-0

Chinese Journal of Chemistry published new progress about Benzyl halides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 17100-64-0 belongs to class ethers-buliding-blocks, and the molecular formula is C8H9BrO2, Synthetic Route of 17100-64-0.

Xi, Junwei; Gu, Zhenhua published the artcile< Palladium-Catalzyed Atroposelective 16-Membered Macrocyclization: Total Synthesis of Isoplagiochin D†l>, Synthetic Route of 17100-64-0, the main research area is isoplagiochin D total synthesis atroposelective macrocyclization palladium catalyst WingPhos.

Isoplagiochin D (I) is a ring-strained macrocyclic bisbibenzyl, which shows stable axial chirality in one biaryl structure, and semistable axial chirality in the other biaryl moiety. We report here an unprecedented example for the catalytically asym. synthesis of ring-strained atropisomers via Pd-catalyzed macrocyclization between benzyl halides and carbenes. This newly developed Pd-catalyzed asym. macrocyclization protocol enabled a quick synthesis of isoplagiochin D in a highly enantioselective manner.

Chinese Journal of Chemistry published new progress about Benzyl halides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 17100-64-0 belongs to class ethers-buliding-blocks, and the molecular formula is C8H9BrO2, Synthetic Route of 17100-64-0.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Liu, Xiaojie’s team published research in ACS Catalysis in 2022-08-05 | 190788-60-4

ACS Catalysis published new progress about Bond activation. 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Formula: C13H19BO3.

Liu, Xiaojie; Xu, Biping; Su, Weiping published the artcile< Ni-Catalyzed Deoxygenative Borylation of Phenols Via O-Phenyl-uronium Activation>, Formula: C13H19BO3, the main research area is aryl boronic ester preparation; crystal structure mol nickel intermediate complex diphosphine aryl fluoro; nickel catalyst deoxygenative borylation phenol phenyl uronium activation bond.

Herein, we report an efficient method for the Ni-catalyzed deoxygenative borylation of unprotected phenols and also demonstrate that this Ni-catalyzed phenolic C(sp2)-O transformation is applicable to the Suzuki-Miyaura-type and Heck-type cross-couplings of phenols. Investigations on the reaction intermediate have revealed that the achievement of general, mild deoxygenative cross-coupling reactions of phenols is ascribed to the conversion of phenols into the unusual O-phenyl-uroniums that feature active phenolic C(sp2)-O bonds. The Ni-complex intermediate resulting from an oxidative addition of a phenolic C(sp2)-O bond to monophosphine-supported Ni(0) catalyst was characterized and confirmed to be (PCy3)2Ni(Ar)(F) complex, offering exptl. evidence for the generally proposed C(sp2)-O oxidative addition step.

ACS Catalysis published new progress about Bond activation. 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Formula: C13H19BO3.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Frank, Aziza’s team published research in Tetrahedron Letters in 2022-04-13 | 6482-24-2

Tetrahedron Letters published new progress about Acetophenones Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (o-hydroxy). 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, Name: 1-Bromo-2-methoxyethane.

Frank, Aziza; Hamidi, Negar; Xue, Fengtian published the artcile< Regioselective alkylation of 2,4-dihydroxybenzyaldehydes and 2,4-dihydroxyacetophenones>, Name: 1-Bromo-2-methoxyethane, the main research area is alkoxy hydroxybenzaldehyde regioselective preparation; dihydroxybenzaldehyde alkyl bromide alkylation cesium bicarbonate; hydroxyacetophenone alkoxy regioselective preparation; dihydroxyacetophenone alkylation alkyl bromide cesium bicarbonate; Alkylation; Cesium bicarbonate; Regioselective; Scalable.

A cesium bicarbonate-mediated alkylation of 2,4-dihydroxybenzaldehyde and 2,4-dihydroxyacetophenone to generate 4-alkylated 2-hydroxybenzaldehydes/2-hydroxyacetophenones I [R = Br, Me, OMe, etc.; R1 = H, Me] in acetonitrile at 80°C with excellent regioselectivity, up to 95% isolated yields, and broad substrate scope was reported.

Tetrahedron Letters published new progress about Acetophenones Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (o-hydroxy). 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, Name: 1-Bromo-2-methoxyethane.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem