Month: December 2022

Yu, Han published the artcileVisible-Light-Activated Asymmetric Addition of Hydrocarbons to Pyridine-Based Ketones, Product Details of C12H9NO, the publication is ACS Catalysis (2022), 12(9), 5136-5144, database is CAplus.

A combined system involving Er(III)-based chiral Lewis acid catalysis, Ir(III)-based photoredox catalysis, and bromide-radical-mediated hydrogen atom transfer was disclosed. The introduction of a bulky and nonredox chiral Lewis acid through the photoredox pathway enabled the radical addition process and inhibited the above competitive reactions. The visible-light-promoted catalytic asym. alkylation of heteroaryl-based ketones with diverse hydrocarbons (mainly benzyl) delivered a variety of congested enantioenriched tertiary alcs. (up to 97% yield, 96% enantiomeric excess (ee)).

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 C10H18O, Product Details of C12H9NO.

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

Dar’in, Dmitry published the artcileNon-chelating p-phenylidene-linked bis-imidazoline analogs of known influenza virus endonuclease inhibitors: Synthesis and anti-influenza activity, COA of Formula: C5H6BNO2, the publication is European Journal of Medicinal Chemistry (2019), 526-532, database is CAplus and MEDLINE.

A novel chemotype topol. similar to known influenza virus PA endonuclease inhibitors was designed. It was aimed to reproduce the extended topol. of the known metal-chelating ligands with a p-phenylidene-linked bis-imidazoline scaffold. It was envisioned that aromatic groups introduced to this scaffolds via metal-catalyzed N-arylation (Buchwald-Hartwig or Chan-Evans-Lam) would contribute to lipophilic binding to the target and one of the imidazoline nitrogen atoms would ensure non-chelating coordination to the prosthetic divalent metal ion. The compounds displayed appreciable anti-influenza activity in vitro and substantial concentration window from the general cytotoxicity range. Docking anal. of low-energy poses of the most active compound (as well as their comparison to the binding of an inactive compound) revealed that these compounds reproduced similar binding components to a known PA endonuclease inhibitor and displayed similar binding pose and desired monodentate metal coordination, as was initially envisioned. These findings warrant further study of the mechanism of action of the newly discovered series.

European Journal of Medicinal Chemistry published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, COA of Formula: C5H6BNO2.

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

Le Saux, Emilien published the artcilePhotochemical Organocatalytic Benzylation of Allylic C-H Bonds, Quality Control of 91-02-1, the publication is Journal of the American Chemical Society (2022), 144(3), 1113-1118, database is CAplus and MEDLINE.

Authors report a radical-based organocatalytic method for the direct benzylation of allylic C-H bonds. The process uses nonfunctionalized allylic substrates and readily available benzyl radical precursors and is driven by visible light. Crucial was the identification of a dithiophosphoric acid that performs two distinct catalytic roles, sequentially acting as a catalytic donor for the formation of photoactive electron donor-acceptor (EDA) complexes and then as a hydrogen atom abstractor. By mastering these orthogonal radical generation paths, the organic catalyst enables the formation of benzylic and allylic radicals, resp., to then govern their selective coupling. The protocol was also used to design a three-component radical process, which increased the synthetic potential of the chem.

Journal of the American Chemical Society 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

Storozhenko, Olga A. published the artcileSynthesis of 2-aminochromene derivatives from 1-(2-imino-2H-chromen-3-yl)pyridin-1-ium perchlorates and nitromethane in basic medium, COA of Formula: C7H7ClN2, the publication is Chemistry of Heterocyclic Compounds (New York, NY, United States) (2020), 56(9), 1161-1166, database is CAplus.

Novel 2-amino-4-(nitromethylidene)chromenes were obtained as a result of the reaction of 1-(2-imino-2H-chromen-3-yl)pyridinium perchlorates and nitromethane by the action of DBU at reflux in trifluoroethanol. The starting 2-iminochromenes are readily accessible from the corresponding salicylic aldehydes and quaternary cyanomethyl pyridinium salts. The reaction is tolerant to substituents of different nature (alkyl, alkoxy, halogen); a limitation is the presence of strong electron-withdrawing substituents in the benzene ring of chromene. During the reaction, the products precipitate and can be isolated by filtration.

Chemistry of Heterocyclic Compounds (New York, NY, United States) published new progress about 17281-59-3. 17281-59-3 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitrile,Salt, name is 1-(Cyanomethyl)pyridin-1-ium chloride, and the molecular formula is C9H5FO2, COA of Formula: C7H7ClN2.

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

Liu, Qilun published the artcileAbnormal Mesoionic Carbene Silver Complex: Synthesis, Reactivity, and Mechanistic Insight on Oxidative Fluorination, Recommanded Product: 1-Fluoropyridiniumtriflate, the publication is ACS Catalysis (2015), 5(11), 6732-6737, database is CAplus.

A silver-catalyzed intramol. amination of alkynyl-imine substrates has been extensively studied to build various isoquinoline derivatives efficiently. However, most of these transformations are limited to hydroamination, and the related oxidative reaction is quite rare. Importantly, the mechanistic details are still unknown, which retarded further progress in the field. In this work, a novel abnormal mesoionic carbene silver complex (MIC)_nAg(I) was isolated and fully characterized as the key intermediate. Further investigation on the oxidative transformation of the silver complex reveals that successful oxidative halogenation could be achieved with NXS (X = Cl, Br, and I), as well as F⁺ reagent. Surprisingly, the fluorination reaction occurred in the presence of both strong (SelectFluor) and weak (NFSI) fluorinating reagents, although the F-Py-type reagent, whose oxidative potential lies between, is ineffective. Further mechanistic studies disclosed that (1) from kinetic data, the (MIC)Ag(I) complex was proved to be the reactive intermediate in the fluorination reaction, and pyridyl-oxazoline (Pyox) ligand could significantly improve this transformation; (2) from DFT calculation results, two different mechanistic pathways were suggested to be involved, a metathesis process in the case of NFSI promoted by the chelation of sulfonyl group toward the silver center and a redox process in the case of SelectFluor due to its strong oxidative potential.

ACS Catalysis published new progress about 107263-95-6. 107263-95-6 belongs to pyridine-derivatives, auxiliary class Fluorination reagent, name is 1-Fluoropyridiniumtriflate, and the molecular formula is C6H5F4NO3S, Recommanded Product: 1-Fluoropyridiniumtriflate.

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

Dong, Jie published the artcileManganese-catalysed divergent silylation of alkenes, Application of 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine, the publication is Nature Chemistry (2021), 13(2), 182-190, database is CAplus and MEDLINE.

Transition-metal-catalyzed, redox-neutral dehydrosilylation of alkenes is a long-standing challenge in organic synthesis, with current methods suffering from low selectivity and narrow scope. The authors report a general and simple method for the Mn-catalyzed dehydrosilylation and hydrosilylation of alkenes, with Mn₂(CO)₁₀ as a catalyst precursor, by using a ligand-tuned metalloradical reactivity strategy. This enables versatility and controllable selectivity with a 1:1 ratio of alkenes and silanes, and the synthetic robustness and practicality of this method are demonstrated using complex alkenes and light olefins. The selectivity of the reaction was studied using d. functional theory calculations, showing the use of an ⁱPrPNP ligand to favor dehydrosilylation, while a JackiePhos ligand favors hydrosilylation. The reaction is redox-neutral and atom-economical, exhibits a broad substrate scope and excellent functional group tolerance, and is suitable for various synthetic applications on a gram scale. [graphic not available: see fulltext].

Nature Chemistry published new progress about 2215-33-0. 2215-33-0 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine, and the molecular formula is C11H10N4, Application of 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine.

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

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

Hong, Bing published the artcileSedimentary spectrum and potential ecological risks of residual pharmaceuticals in relation to sediment-water partitioning and land uses in a watershed, Quality Control of 21829-25-4, the publication is Science of the Total Environment (2022), 152979, database is CAplus and MEDLINE.

Pharmaceutical residues in river surficial sediment are prone to anthropogenic impacts and environmental factors in watershed, but the mechanisms remain unclear. This study attempted to reveal surficial sediment-water pseudo-partitioning and anthropogenic (land use) patterns of pharmaceutical residues in surficial sediment among 23 subwatersheds of Jiulong River, southeast China with a gradient of urban land use percentile in dry and wet seasons. Thirty-eight out of target 86 compounds from six-category pharmaceuticals were quantified and ranged from below the quantification limits (0.001 mg kg^-1 dry mass) up to 8.19 mg kg^-1 dry mass (chlortetracycline) using a developed SPE-HPLC-MS/MS protocol. Antibiotics and non-steroidal anti-inflammatory drugs (NSAIDs) collectively dominated sedimentary pharmaceutical residues for 34.5-99.8% of the total quantified compounds (median at 92%). Land uses in subwatersheds showed high consistency with sedimentary pharmaceutical residues in the dry season rather than the wet season, especially for human use only and veterinary use only compounds Surficial sediment-water partitioning of pharmaceutical compounds influenced their sedimentary residues regardless of season, which were determined by properties of compound and surficial sediment interactively. All tetracycline compounds, trimethoprim (sulfonamides synergist), caffeine (central nervous system drug), and oxfendazole (antiparasitic drug) were quantified to pose high potential ecol. risks to aquatics. Findings of this study suggest that pseudo-persistent legacy of human and veterinary pharmaceuticals requires a wider coverage of pharmaceutical compounds for a comprehensive ecol. assessment in the environment and more involvement of anthropogenic impacts and socioeconomic factors in the future studies.

Science of the Total Environment published new progress about 21829-25-4. 21829-25-4 belongs to pyridine-derivatives, auxiliary class Membrane Transporter/Ion Channel,Calcium Channel, name is Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, and the molecular formula is C17H18N2O6, Quality Control of 21829-25-4.

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

Hu, Shuzhi published the artcileA fast-response photochromic host-guest coordination polymer with a close-packed stacking structure, Application In Synthesis of 47369-00-6, the publication is CrystEngComm (2016), 18(38), 7221-7224, database is CAplus.

A photochromic phenyl-substituted viologen based derivative that is embedded in a layered zinc-carboxylate framework is shown to have a fast photoswitching behavior. A favorable geometry for intermol. electron transfer is established by the sandwich-type π-π stacking structure between the photoactive host and guest components.

CrystEngComm published new progress about 47369-00-6. 47369-00-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Salt,Benzene,Organic ligands for MOF materials,Nitrogen containing MOF ligands,Nitrogen containing MOF ligands, name is 1,1′-Diphenyl-[4,4′-bipyridine]-1,1′-diium chloride, and the molecular formula is C22H18Cl2N2, Application In Synthesis of 47369-00-6.

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