Category: 91-02-1

Kawada, Takuma published the artcileAsymmetric Transfer Hydrogenative Amination of Benzylic Ketones Catalyzed by Cp*Ir(III) Complexes Bearing a Chiral N-(2-Picolyl)sulfonamidato Ligand, Category: pyridine-derivatives, the publication is Journal of Organic Chemistry (2022), 87(13), 8458-8468, database is CAplus and MEDLINE.

A convenient asym. reductive amination of benzylic ketones (α-arylated ketones) catalyzed by newly designed Cp*Ir complexes bearing a chiral N-(2-picolyl)sulfonamidato ligand was developed. Using readily available β-amino alcs. as chiral aminating agents, a range of benzo-fused and acyclic ketones were successfully reduced with formic acid in methanol at 40°C to afford amines with favorable chemo- and diastereoselectivities. The amino alc.-derived chiral auxiliary was easily removed by mild periodic oxidants, leading to optically active primary β-arylamines without erosion of the optical purity (up to 97% ee). The excellent catalytic performance was retained even upon lowering the amount of catalyst to a substrate/catalyst (S/C) ratio of 20,000, and the amination could be performed on a large scale exceeding 100 g. The precise hydride transfer to iminium species generated from the ketonic substrate and the chiral amine counterpart was suggested by the mechanistic studies on stoichiometric reactions of isolable hydridoiridium complexes and model intermediates such as N,O-acetal, enamine, and iminium compounds

Journal of Organic Chemistry published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C12H9NO, Category: pyridine-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Zheng, Wei-Xiang published the artcileSynthesis of Aryl Ketones from Carboxylic Acids and Arylboronic Acids Using 2-Chloroimidazolium Chloride as a Coupling Reagent, Synthetic Route of 91-02-1, the publication is Synthesis, database is CAplus.

Carboxylic acids are an abundant and structurally diverse class of com. available materials, which are commonly used as stable reagents in organic synthesis. The Suzuki-Miyaura coupling reaction directly using carboxylic acid as a substrate has been rarely reported. Here, authors report an efficient coupling reaction of carboxylic acids with arylboronic acids in toluene in the presence of IPrCl-Cl, Pd(OAc)₂, PPh₃, and K₃PO₄·7H₂O at 90 °C to give the corresponding aryl ketones.

Synthesis published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C12H10F2Si, Synthetic Route of 91-02-1.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Wang, Anwei published the artcileMn(III) active site in hydrotalcite efficiently catalyzes the oxidation of alkylarenes with molecular oxygen, Computed Properties of 91-02-1, the publication is Molecular Catalysis (2021), 111276, database is CAplus.

Developing efficient heterogeneous catalytic systems based on easily available materials and mol. oxygen for the selective oxidation of alkylarenes is highly desirable. In the present research, NiMn hydrotalcite (Ni₂Mn-LDH) was found as an efficient catalyst in the oxidation of alkylarenes using mol. oxygen as the sole oxidant without any additive. Impressive catalytic performance, excellent stability and recyclability, broad applicable scope and practical potential for the catalytic system were observed Mn³⁺ species is proposed to be the efficient active site, and Ni²⁺ played an important role in stabilizing the Mn³⁺ species in the hydrotalcite structure. The kinetic study showed that the aerobic oxidation of diphenylmethane is a first-order reaction over Ni₂Mn-LDH with the activation energy (E_a) and pre-exponential factor (A₀) being 85.7 kJ mol^-1 and 1.8 x 10⁹ min^-1, resp. The Gibbs free energy (ΔG^≠) is -10.4 kJ mol^-1 K^-1 for the oxidation based on Eyring-Polanyi equation, indicating the reaction is exergonic. The mechanism study indicated that the reaction proceeded through both radical and carbocation intermediates. The two species were then trapped by mol. oxygen and H₂O or hydroxyl species, resp., to yield the corresponding products. The present research might provide information for constructing highly efficient and stable active site for the catalytic aerobic oxidation based on available and economic material.

Molecular Catalysis published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C12H17NO2, Computed Properties of 91-02-1.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Wang, Lei published the artcileElectrochemical Reduction of Aldehydes and Ketones for the Synthesis of Alcohols and Diols under Ambient Conditions, Safety of Phenyl(pyridin-2-yl)methanone, the publication is Synlett (2022), 33(13), 1302-1308, database is CAplus.

A sustainable, practical, and direct strategy for the reduction of carbonyl compounds, including aldehydes and ketones, by an electrochem. pathway is presented, affording a variety of alcs. or diols as major products with decent yields. The reaction proceeds smoothly in the air at ambient temperatures with DABCO as the sacrificial reductant. Mechanistic studies revealed that direct electrochem. reduction followed by either protonation or radical-radical homocoupling is the main pathway.

Synlett published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C14H26O2, Safety of Phenyl(pyridin-2-yl)methanone.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Zhao, Bing published the artcileDiscovery of thiosemicarbazone derivatives as effective New Delhi metallo-β-lactamase-1 (NDM-1) inhibitors against NDM-1 producing clinical isolates, Formula: C12H9NO, the publication is Acta Pharmaceutica Sinica B (2021), 11(1), 203-221, database is CAplus and MEDLINE.

In this study, structure-activity relationship based on thiosemicarbazone derivatives (E)-R¹C(S)NHN=C(R²)(R³) (I) (R¹ = phenylamino, Ph, cyclohexylamino, morpholin-4-yl, etc.; R² = H, Me; R³ = Ph, pyridin-2-yl, 3,4,5-trimethoxyphenyl, etc.) was systematically characterized and their potential activities combined with meropenem (MEM) were evaluated. Compounds (I).HCl [R¹ = piperazin-1-yl, R² = H, R³ = 2-hydroxyphenyl (II); R¹ = 4-methylpiperazin-1-yl, R² = H, R³ = 2-hydroxyphenyl (III)] exhibited excellent activity against 10 NDM-pos. isolate clin. isolates in reversing MEM resistance. Further studies demonstrated that compounds II and III were uncompetitive NDM-1 inhibitors with Ki = 0.63 and 0.44μmol/L, resp. Mol. docking speculated that compounds II and III were most likely to bind in the allosteric pocket which would affect the catalytic effect of NDM-1 on the substrate meropenem. Toxicity evaluation experiment showed that no hemolysis activities were found even at concentrations of 1000 mg/mL against red blood cells. In vivo exptl. results showed that a combination of MEM and compound III was markedly effective in treating infections caused by NDM-1 pos. strain and prolonging the survival time of sepsis mice. The finding showed that compound III might be a promising lead in developing new inhibitor to treat NDM-1 producing superbug.

Acta Pharmaceutica Sinica B published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C4H3Cl2N3, Formula: C12H9NO.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Li, Zhibin published the artcileSelective electrochemical oxidation of aromatic hydrocarbons and preparation of mono/multi-carbonyl compounds, Recommanded Product: Phenyl(pyridin-2-yl)methanone, the publication is Science China: Chemistry (2021), 64(12), 2134-2141, database is CAplus.

A selective electrochem. oxidation was developed under mild condition. Various mono-carbonyl and multi-carbonyl compounds can be prepared from different aromatic hydrocarbons with moderate to excellent yield and selectivity by virtue of this electrochem. oxidation The produced carbonyl compounds can be further transformed into α-ketoamides, homoallylic alcs. and oximes in a one-pot reaction. In particular, a series of α-ketoamides were prepared in a one-pot continuous electrolysis. Mechanistic studies showed that 2,2,2-trifluoroethan-1-ol (TFE) can interact with catalyst species and generate the corresponding hydrogen-bonding complex to enhance the electrochem. oxidation performance.

Science China: Chemistry published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C12H9NO, Recommanded Product: Phenyl(pyridin-2-yl)methanone.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Wang, Yaxin published the artcileTunable System for Electrochemical Reduction of Ketones and Phthalimides, Application of Phenyl(pyridin-2-yl)methanone, the publication is Chinese Journal of Chemistry (2021), 39(12), 3297-3302, database is CAplus.

An efficient, tunable system for electrochem. reduction of ketones R¹C(O)R² (R¹ = Ph, pyridin-2-yl, 4-chlorophenyl, etc.; R² = H, t-Bu, thiophen-2-yl, 3-bromophenyl, etc.) and phthalimides I (R³ = prop-2-en-1-yl, phenoxymethyl, Bn, etc.) at room temperature without the need for stoichiometric external reductants was reported. By utilizing NaN₃ as the electrolyte and graphite felt as both the cathode and the anode, it was able to selectively reduce the carbonyl groups of the substrates to alcs. R¹C(OH)R², pinacols (R¹C(OH)R²)₂, or methylene groups e.g., 13-chloro-4-azatricyclo[9.4.0.0 (3,8)]pentadeca-1(11),3,5,7,12,14-hexaene by judiciously choosing the solvent and an acidic additive. The reaction conditions were compatible with a diverse array of functional groups, and phthalimides I could undergo one-pot reductive cyclization to afford products with indolizidine scaffolds e.g., 10-azatetracyclo[8.7.0.0(2,7).0(12,17)]heptadeca-2,4,6,12(17),13,15-hexaen-11-one. Mechanistic studies showed that the reactions involved electron, proton, and hydrogen atom transfers. Importantly, an N₃/HN₃ cycle operated as a hydrogen atom shuttle, which was critical for reduction of the carbonyl groups to methylene groups e.g., 13-chloro-4-azatricyclo[9.4.0.0 (3,8)]pentadeca-1(11),3,5,7,12,14-hexaene.

Chinese Journal of Chemistry published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C9H13NO2, Application of Phenyl(pyridin-2-yl)methanone.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Zeng, Kui published the artcileAnomeric Stereoauxiliary Cleavage of the C-N Bond of D-Glucosamine for the Preparation of Imidazo[1,5-a]pyridines, Category: pyridine-derivatives, the publication is Chemistry – A European Journal (2022), 28(29), e202200648, database is CAplus and MEDLINE.

An anomeric stereoauxiliary approach for the synthesis of a wide range of imidazo[1,5-a]pyridines I (R¹ = Me, 2-methylphenyl, pyridin-2-yl, etc.; R² = 4-methoxyphenyl, naphthalen-1-yl, thiophen-2-yl, etc.) after cleaving the C-N bond of D-glucosamine (α-2° amine) from biobased resources was reported . This new approach expands the scope of readily accessible imidazo[1,5-a]pyridines I relative to existing state-of-the-art methods. A key strategic advantage of this approach is that the α-anomer of D-glucosamine enables C-N bond cleavage via a seven-membered ring transition state. By using this novel method, a series of imidazo[1,5-a]pyridine derivatives (>80 examples) was synthesized from 2-acylpyridines (including para-dipyridine ketone) and aldehydes (including para-dialdehyde) R²CHO. Imidazo[1,5-a]pyridine I derivatives containing diverse important deuterated C(sp²)-H and C(sp³)-H bonds were also efficiently achieved.

Chemistry – A European Journal published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C15H10O2, Category: pyridine-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Han, Er-Meng published the artcileMetal-Directed Self-Assembly of {Ti₈L₂} Cluster-Based Coordination Polymers with Enhanced Photocatalytic Alcohol Oxidation Activity, Application In Synthesis of 91-02-1, the publication is Inorganic Chemistry (2022), 61(2), 923-930, database is CAplus and MEDLINE.

Cooperative assembly of the neutral cluster {Ti₈O₅(OEt)₁₈L₂} (L = pyrazine-2,3-dicarboxylic acid) with different metal units of Mn(NO₃)₂, CuCl₂, Zn(OEt)₂, Cd(NO₃)₂, Ce(NO₃)₃, Lu(NO₃)₃, and Lu(NO₃)₂(OEt), or the [Cu₂I₂] cluster, generates a family of Ti-O cluster (TOC)-based coordination polymers. These 1-dimensional (1D) linear structures contain the same {Ti₈L₂} cluster but with variable bridging metal units. The regulation of the heterometal not only affects the chain geometries of the {MTi₈} but also affects the way the 1-dimensional chains are stacked in the crystal lattice. Study of the catalytic activities toward alc. oxidation demonstrated the synergetic effect of combining the metal site and the photosensitive {Ti₈L₂} cluster in the tailored structure. Under light illumination, the {MTi₈} with dual catalytic sites shows greatly enhanced catalytic activity in the selective oxidation of alcs. to aldehydes. Because the compositions and structures of {MTi₈} are highly tunable, this work spotlights the potential of using such metal-bridged multidimensional Ti-oxo materials for cooperative photoredox catalysis for organic transformation.

Inorganic Chemistry published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C12H9NO, Application In Synthesis of 91-02-1.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Zhang, Yin published the artcileDimensional Reduction of Eu-Based Metal-Organic Framework as Catalysts for Oxidation Catalysis of C(sp³)-H Bond, Formula: C12H9NO, the publication is Chinese Journal of Chemistry (2022), 40(4), 480-486, database is CAplus.

Developing new catalysts for highly selectivity and conversion of saturated C(sp³)-H bonds is of great significance. In order to obtain catalysts with high catalytic performance, six Eu-based MOFs with different structural characteristics were obtained by using europium ions and different organic acid ligands, namely Eu-1∼Eu-6. Eu-1, Eu-2 and Eu-3 featured three-dimensional structures, while Eu-4 and Eu-5 featured two-dimensional structures. Differently, a one-dimensional chain structure of Eu-6 was obtained by changing the ligand. All the six MOFs were applied to the catalytic reaction of C(sp³)-H bond, and it was found that the catalytic effect was gradually enhanced with the decrease of dimension and the increase of the size of channels. As expected, Eu-6 showed the highest selectivity (∼99%) and conversion (∼99%). Moreover, catalytic cycling and stability tests showed Eu-6 can be a reliable catalyst.

Chinese Journal of Chemistry published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C14H10O4S2, Formula: C12H9NO.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem