Month: October 2022

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; 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; 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; 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; 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

Song, Tangqiumei; Morales-Collazo, Oscar; Brennecke, Joan F. published the artcile< Solubility and Diffusivity of Oxygen in Ionic Liquids>, Reference of 6482-24-2, the main research area is oxygen solubility diffusivity ionic liquid gravimetry.

The solubility of O2 was measured gravimetrically in 16 ionic liquids (ILs) containing piperidinium, pyrrolidinium, ammonium, tetrahydrothiophenium, methyltriazabicyclodecene, or guanidinium cations paired with bis(trifluoromethanesulfonyl)imide, bis(perfluoroethylsulfonyl)imide, or perfluoropropanoyl(trifluoromethylsulfonyl)imide anions. The temperature dependence of the solubility was determined for eight of the ILs. Henry’ law constants were determined from the solubility data as well as standard enthalpies and entropies of absorption for systems with temperature-dependent data. Knowledge of these thermodn. properties is essential in guiding the structural design of ionic liquids for different applications involving O2. The O2 solubility did not follow any obvious trend with regard to IL structure or molar volume; instead, the dipole-quadrupole interactions are the primary driving forces for O2 dissolution in ionic liquids, as demonstrated by neg. standard enthalpies of absorption for all of the ILs. In addition, diffusion coefficients of O2 in the ILs as a function of temperature (293, 313, and 333 K) and applied O2 pressure (1, 3, and 5 MPa) were obtained by fitting the time-dependent absorption data to a widely used mass diffusion model. The diffusion coefficients of O2 in ionic liquids at 293 K and 1 MPa roughly correlate inversely with the pure IL viscosity, likely due to the relatively low and similar O2 solubilities under these conditions. As expected, O2 diffusivities increase with increasing temperature However, they also increase with increasing pressure, likely due to decreasing solution viscosity with increasing gas solubility

Journal of Chemical & Engineering Data published new progress about Absorption. 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, Reference of 6482-24-2.

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

Lamola, Jairus L.; Moshapo, Paseka T.; Holzapfel, Cedric W.; Christopher Maumela, Munaka published the artcile< Palladium-catalyzed borylation of aryl bromides and chlorides using phosphatrioxa-adamantane ligands>, Electric Literature of 190788-60-4, the main research area is palladium catalyst borylation aryl bromide chloride phosphatrioxa adamantane; aryl boronate ester preparation.

Catalysts based on the combination of Pd(OAc)2 and the electron-deficient phosphatrioxa-adamantane ligands are described for borylation of aryl bromides and chlorides. Catalytic evaluation of a small library of phosphatrioxa-adamantane ligands provided some insights on the preferred ligand steric profile for borylation reactions. The corresponding aryl boronate esters were accessed under mild conditions (25-70°) and isolated in high yields (up to 96%).

Tetrahedron Letters published new progress about Adamantanes Role: CAT (Catalyst Use), USES (Uses) (phosphatrioxa-). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Electric Literature of 190788-60-4.

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

Elhag, Amro S.; Chen, Yunshen; Noguera, Jose; Reddy, Prathima P.; Hirasaki, George J.; Nguyen, Quoc P.; Johnston, Keith P. published the artcile< Switchable amine surfactants for CO2 foams in high temperature enhanced oil recovery>, Electric Literature of 18312-57-7, the main research area is carbon dioxide foam switchable amine surfactant oil recovery.

This paper describes about the switchable amine surfactants for carbon dioxide foams in high temperature enhanced oil recovery.

Preprints – American Chemical Society, Division of Energy & Fuels published new progress about Brines. 18312-57-7 belongs to class ethers-buliding-blocks, and the molecular formula is C17H37NO2, Electric Literature of 18312-57-7.

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

Zhang, Jing; Li, Yang; Zhang, Fuyuan; Hu, Chenchen; Chen, Yiyun published the artcile< Generation of Alkoxyl Radicals by Photoredox Catalysis Enables Selective C(sp3)-H Functionalization under Mild Reaction Conditions>, Electric Literature of 52244-70-9, the main research area is visible light redox reaction carbon hydrogen bond functionalization; C−H functionalization; alkoxyl radicals; allylic compounds; photochemistry; reaction mechanisms.

Reported herein is the first visible-light-induced formation of alkoxyl radicals from N-(alkoxy)phthalimides, and the Hantzsch ester as the reductant is crucial for the reaction. The selective hydrogen atom abstraction by the alkoxyl radical enables C(sp3)-H allylation and alkenylation reactions under mild reaction conditions at room temperature Broad substrate variations, including a structurally complex steroid, undergo the C(sp3)-H functionalization reaction effectively with high regioselectivity and chemoselectivity. The synthesis of the target compounds was achieved using 2-[(phenylsulfonyl)methyl]-2-propenoic acid Et ester as a starting material in a reaction with 2-[2-[(4-methylphenyl)methoxy]ethoxy]-1H-isoindole-1,3(2H)-dione [i.e., cyclic N-(alkoxy)imide, phthalimide] derivatives Under optimized conditions tris[2-(2-pyridinyl-κN)phenyl-κC]iridium(1+) um(1+) hexafluorophosphate(1-) [i.e., fac-Ir(ppy)3] was used as a catalyst. The title compounds thus formed included 2-[[(2E)-3-phenyl-2-propen-1-yl]oxy]ethanol derivatives, γ-(2-hydroxyethoxy)-α-(methlyene)benzenebutanoic acid esters,.

Angewandte Chemie, International Edition published new progress about Aliphatic alcohols, radicals Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Electric Literature of 52244-70-9.

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

Jiang, Lei; Zhang, Xiaoyan; Wang, Yinran; Guo, Fang; Hou, Zhaomin published the artcile< N-Monomethylation of Amines with Methanol by Syndiotactic Poly(aminostyrene)-supported Palladium Nanoparticle Catalyst>, Recommanded Product: 2-Methoxy-N-methylaniline, the main research area is methyl amine preparation green chem; primary amine methanol monomethylation syndiotactic polyaminostyrene support palladium nanocatalyst.

Palladium nanocatalyst supported on dimethylamino-functionalized syndiotactic polystyrene (Pd@sPSNMe2) showed high activity and selectivity for the N-monomethylation of various primary amines RNH2 (R = Ph, cyclohexyl, 3-(morpholin-4-yl)propyl, 2-(1H-indol-3-yl)ethyl, etc.) using methanol as methylation reagent under air to prepare monomethylated amines RNH(CH3), 2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole and N-methyl-1H-benzo[d]imidazole. The excellent catalytic performance could be associated with the ultrafine palladium nanoparticles and high amine-adsorbing capacity of the catalyst. The Pd@sPS-NMe2 catalyst was highly robust, and could be easily recovered by filtration and reused more than ten times without decrease in activity and selectivity.

Asian Journal of Organic Chemistry published new progress about Amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Recommanded Product: 2-Methoxy-N-methylaniline.

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