Category: 1991/2/1

Abinaya, R. published the artcileVisible light mediated selective oxidation of alcohols and oxidative dehydrogenation of N-heterocycles using scalable and reusable La-doped NiWO₄ nanoparticles, Computed Properties of 91-02-1, the publication is Green Chemistry (2021), 23(16), 5990-6007, database is CAplus.

Visible light-mediated selective and efficient oxidation of various primary benzyl alcs. RCH₂OH (R = Ph, 2-bromophenyl, pyridin-2-yl, etc.)/secondary benzyl alcs. such as 1-(phenyl)-ethanol, diphenylmethanol, 1-phenylethane-1,2-diol, etc. to aldehydes RCHO/ketones such as acetophenone, benzophenone, chalcone, etc. and oxidative dehydrogenation (ODH) of partially saturated heterocycles using a scalable and reusable heterogeneous photoredox catalyst in aqueous medium are described. A systematic study led to a selective synthesis of aldehydes under an argon atm. while the ODH of partially saturated heterocycles under an oxygen atm. resulted in very good to excellent yields. The methodol. is atom economical and exhibits excellent tolerance towards various functional groups, and broad substrate scope. Furthermore, a one-pot procedure was developed for the sequential oxidation of benzyl alcs. and heteroaryl carbinols I (R¹ = H, C(O)OMe) followed by the Pictet-Spengler cyclization and then aromatization to obtain the β-carbolines II in high isolated yields. This methodol. was found to be suitable for scale up and reusability. To the best of our knowledge, this is the first report on the oxidation of structurally diverse aryl carbinols and ODH of partially saturated N-heterocycles e.g., III using a recyclable and heterogeneous photoredox catalyst under environmentally friendly conditions.

Green 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, Computed Properties of 91-02-1.

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

Fathi, Ahlam M. published the artcileCharacteristics of multidentate Schiff base ligand and its complexes using cyclic voltammetry, fluorescence, antimicrobial behavior and DFT-calculations, Recommanded Product: Phenyl(pyridin-2-yl)methanone, the publication is Journal of Molecular Structure (2021), 129263, database is CAplus.

The electrochem. behavior of a series of the metal complexes [Fe(III), Ni(II), Ru(III),Pd(II) and Hf(IV)] derived from the Schiff base ligand (E)-5-((phenyl(-pyridin-2-yl)methylene)amino)pyrimidine-2,4(1H,3H)-dione (H₂L) which was previously prepared from condensation of 5-aminouracil and 2-benzoylpyridine was studied by using cyclic voltammetric technique. The Schiff base ligand H₂L and its metal complexes exhibited quasi-reversible oxidation-reduction with three electron transfer and it was suggested that their reactions on the platinum surface electrode are not purely diffusion controlled but also under adsorption control. The redox reactive sites of the H₂L and its complexes were located via the geometry optimization and frequency calculations using d. functional theory (DFT) at the B3LYP/LanL2DZ level of theory. In addition, the Schiff base ligand and its metal complexes exhibit fluorescent properties. The antimicrobial activity of the Schiff base ligand H₂L and its metal complexes was tested against Gram-pos. bacteria (Staphylococcus aureus and Bacillus cereus), Gram-neg. bacteria (E. coli and Pseudomonas aeruginosa) and fungal strain (Aspergillus niger) by using agar well-diffusion method. The microbial testes of the ligand (H₂L) and its metal complexes exhibited good inhibition efficiency to prevent growth of bacteria.

Journal of Molecular Structure 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

Zhu, Shan-Shan published the artcilePolymerization-Enhanced Photocatalysis for the Functionalization of C(sp³)-H Bonds, Safety of Phenyl(pyridin-2-yl)methanone, the publication is ACS Catalysis (2022), 12(1), 126-134, database is CAplus.

A series of conjugated polymeric photocatalysts (CPPs) based on 1,2,3,5-tetrakis(carbazol-9-yl)4,6-dicyanobenzene (4CzIPN) were synthesized via nucleophilic substitution reaction and Sonogashira-Hagihara coupling. Among the as-prepared CPPs (CPP1-CPP6), CPP3 [the copolymer of a tetrakis(dibromocarbazolyl)isophthalonitrile with 1,3,5-triethynylbenzene] was selected as the optimized heterogeneous photocatalyst for visible-light-driven functionalization of C(sp³)-H bonds to synthesize 87 final products with yields up to 99%. The heterogeneous photocatalyst CPP3 is easily recovered from the reaction with excellent retention of photocatalytic activity, which can be reused at least for five times. Time-dependent d. functional theory (TD-DFT) calculations demonstrate that the photocatalysis performance of CPP3 is superior to the corresponding monomer 4CzIPN because of the enhanced intersystem crossing (ISC) process. Spin-orbit coupling calculations prove that the rate constant of ISC outcompetes that of reverse intersystem crossing (RISC). The rapidly generated and long-lived triplet state T₁ is considered to be a more accessible excited state than the singlet-state S₁ generated from either direct excitation or RISC. The successful application of this polymerization-enhanced photocatalysis strategy should guide a metal-free approach to the rational design of CPP-type heterogeneous photocatalysts to address the dilemma of homogeneous photocatalysts in sustainability, stability, and recyclability.

ACS 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 C19H34ClN, Safety of Phenyl(pyridin-2-yl)methanone.

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

Yuan, Yu-Chang published the artcileMetal-Free Catalyzed Synthesis of Fluorescent Indolizine Derivatives, Computed Properties of 91-02-1, the publication is Journal of Organic Chemistry (2021), 86(18), 12737-12744, database is CAplus and MEDLINE.

A mild and high efficient method to prepare indolizines such as I [R = H, Me; R¹ = Me, Ph, CH₂CH₂CO₂Et; R² = H, Me, OEt; R³ = Me, Ph, 4-ClC₆H₄; R¹R² = (CH₂)₃] by two-component reaction with the acid as the catalyst was developed. In this reaction, a new ring efficiently formed in one-step reaction. A wide range of substrates could be applied and the desired products were obtained in 8-95% yields under metal-free conditions. Different indolizine derivatives I were synthesized by general conditions and microwave irradiation conditions, and compound I [R = H, R¹ = Me, R² = H, R³ = Ph] gave the best results with an isolated yield of 95% and 82%, resp. The structures of synthesized compounds I were characterized by spectral anal., and compound I [R = H, R¹R² = (CH₂)₃, R³ = 4-ClC₆H₄] was confirmed by single crystal X-ray anal. UV-vis absorption and fluorescence properties of these compounds I were correlated with substituent groups on indolizine rings.

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 C8H14O2, Computed Properties of 91-02-1.

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

Ai, Jing-Jing published the artcileFe-S Catalyst Generated In Situ from Fe(III)- and S₃^·--Promoted Aerobic Oxidation of Terminal Alkenes, Application In Synthesis of 91-02-1, the publication is Organic Letters (2021), 23(12), 4705-4709, database is CAplus and MEDLINE.

An iron-sulfur complex formed by the simple mixture of FeCl₃ with S₃^·- generated in situ from K₂S is developed and applied to selective aerobic oxidation of terminal alkenes. The reaction was carried out under an atm. of O₂ (balloon) and could proceed on a gram scale, expanding the application of S₃^·- in organic synthesis. This study also encourages to explore the application of an Fe-S catalyst in organic reactions.

Organic Letters 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

Wang, Lixian published the artcileManganese-catalyzed asymmetric transfer hydrogenation of hydrazones, COA of Formula: C12H9NO, the publication is Journal of Catalysis (2022), 487-497, database is CAplus.

The enantioselective reduction of C=N bonds constitutes an effective strategy for the production of chiral amines. Herein, manganese-catalyzed asym. transfer hydrogenation of hydrazones by employing a readily available chiral aminobenzimidazole manganese(I) complex under mild conditions was reported. The present protocol allows for the enantioselective transfer hydrogenation of a wide range of arylalkyl, dialkyl and diaryl hydrazones, providing the desired chiral hydrazines in excellent yields and enantioselectivities (65 examples, up to 99.9% ee). Of note, the current method is compatible with the challenging diaryl hydrazones without the requirement of an ortho-substitution on the Ph ring. A preliminary study of the mechanism suggests that a manganese-hydride pathway is involved, and the high enantiocontrol of the reaction is attributed to a π-π stacking interaction between substrate and catalyst.

Journal of 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 C26H41N5O7S, COA of Formula: C12H9NO.

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

Wang, Bingyang published the artcilePorous organic polymer-supported manganese catalysts with tunable wettability for efficient oxidation of secondary alcohols, Application of Phenyl(pyridin-2-yl)methanone, the publication is Journal of Catalysis (2022), 87-95, database is CAplus.

Porous organic polymers (POPs) feature high surface areas, tunable components, and designable hierarchical pores, thus showing versatile applications including catalysis, separation, gas storage and so on. However, the inherently hydrophobic property may be unfavorable for the catalytic reaction that involves hydrophilic reactants. By using the hydrophilic principle of the amide bond, R-NH-CO-R can be constructed in the porous frameworks to regulate the wettability. Herein, we report the construction of an amphiphilic and hierarchical porous Mn-N4 catalyst via the solvothermal copolymerization, in which N,N-methylenebisacrylamide is used as a hydrophilic monomer. This POP-based manganese catalyst can effectively promote the oxidation of secondary alc. to produce the ketone using aqueous hydrogen peroxide as the oxidant under mild conditions. Note that this amphiphilic catalyst displays high catalytic activity as its homogeneous counterpart in the selective oxidation of alcs. The present work has provided a successful approach for improving the catalytic activity by tuning the wettability of POP-based heterogeneous catalysts.

Journal of 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 C12H15ClO3, Application of Phenyl(pyridin-2-yl)methanone.

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

Gu, Xiaoke published the artcileDiscovery of thiosemicarbazone-containing compounds with potent anti-proliferation activity against drug-resistant K562/A02 cells, COA of Formula: C12H9NO, the publication is Bioorganic & Medicinal Chemistry Letters (2020), 30(24), 127638, database is CAplus and MEDLINE.

P-glycoprotein (P-gp)-mediated multidrug resistance (MDR) is a major obstacle to successful chemotherapy for leukemia. A series of thiosemicarbazone-containing compounds were synthesized. Biol. evaluation showed that the most active compound (E)-6-(2-(1-(4-bromophenyl)ethylidene)hydrazine-1-carbothioamido)-N-hydroxyhexanamide displayed potent anti-leukemia activity against P-gp overexpressing drug-resistant K562/A02 cells, with an IC₅₀ value of 0.44μM. Notably, compound (E)-6-(2-(1-(4-bromophenyl)ethylidene)hydrazine-1-carbothioamido)-N-hydroxyhexanamide exhibited a selective killing effect on K562/A02 cells by dose-dependently increasing the intracellular levels of reactive oxygen species (ROS), thus exerting a potential collateral sensitivity (CS)-promoting effect in vitro. Moreover, compound (E)-6-(2-(1-(4-bromophenyl)ethylidene)hydrazine-1-carbothioamido)-N-hydroxyhexanamide could inhibit HDAC1 and HDAC6, and induce the apoptosis of K562/A02 cells by increasing the expression of Bax, decreasing Bcl-2 protein level, and promoting the cleavage of caspase-3 and PARP, resp. Overall, (E)-6-(2-(1-(4-bromophenyl)ethylidene)hydrazine-1-carbothioamido)-N-hydroxyhexanamide may be a potential anti-cancer agent against drug-resistant myelogenous leukemia.

Bioorganic & Medicinal Chemistry Letters 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, COA of Formula: C12H9NO.

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

Sun, Maolin published the artcilePractical and rapid construction of 2-pyridyl ketone library in continuous flow, Synthetic Route of 91-02-1, the publication is Journal of Flow Chemistry (2021), 11(2), 91-98, database is CAplus.

Herein, a practical method for the rapid synthesis of 2-pyridyl ketone ArC(O)R [Ar = 2-pyridyl; R = Me, Ph, Bn, etc.] library in continuous flow was reported, in which the 2-lithiopyridine formed by Br/Li exchange reacts with com. available esters to obtain 2-pyridyl ketones ArC(O)R in a good yield at short reaction time. This protocol functions broadly on a variety of esters and had been applied to the synthesis of TGF-β type 1 receptor inhibitor LY580276 intermediate ArC(O)R [Ar = 6-methyl-2-pyridyl; R = (4-fluorophenyl)methyl] in an environmentally friendly method. It was rapid, reliable, and cost-efficient to afford diverse kinds of 2-pyridyl ketones ArC(O)R in the compound library.

Journal of Flow 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 C19H36BNO2Si, Synthetic Route of 91-02-1.

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

Gomez Fernandez, Mario Andres published the artcileStudies on The Application of The Paterno-Buechi Reaction to The Synthesis of Novel Fluorinated Scaffolds, Quality Control of 91-02-1, the publication is Chemistry – A European Journal (2021), 27(63), 15722-15729, database is CAplus and MEDLINE.

In the context of new scaffolds obtained by photochem. reactions, Paterno-Buechi reactions between heteroaromatic, trifluoromethylphenyl ketone and electron rich alkenes to give oxetanes are described. A comprehensive study has been carried out on the reaction of aromatic ketones with fluorinated alkenes. Depending on the substitution pattern at the oxetane ring, a metathesis reaction is described as a minor side process to give mono-fluorinated alkenes. Overall, this last reaction corresponds to a photo-Wittig reaction and yields amide isosteres. In order to explain the uncommon regioselectivity of the Paterno-Buechi reaction with these alkenes, electrostatic-potential-derived charges (ESP) have been determined In a second computational study, the relative stabilities of the typical 1,4-diradical intermediates of the Paterno-Buechi reaction have been determined The results explain the regioselectivity. Further transformations of the oxetanes or previous functionalization of the fluoroalkenes open perspectives for oxetanes as core structures for biol. active compounds

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 C12H9NO, Quality Control of 91-02-1.

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