Category: 197958-29-5

Beng, Timothy K. published the artcileRegiocontrolled synthesis of (hetero)aryl and alkenyl dehydropyrrolidines, dehydropiperidines and azepenes by Ru-catalyzed, heteroatom-directed α-C-H activation/cross-coupling of cyclic enamides with boronic acids, Recommanded Product: 2-Pyridinylboronic acid, the publication is Organic & Biomolecular Chemistry (2016), 14(3), 830-834, database is CAplus and MEDLINE.

The synthesis of α-aryl and alkenyl pyrrolidine-, piperidine-, and azepane derivatives, through the intermediacy of cyclic enamides is described. The desired outcome is achieved through ruthenium-catalyzed, site-selective sp² C-H activation/cross-coupling with aryl and alkenyl boronic acids. The regioselectivity (α-sp²vs. α-sp³vs. β-sp² C-H functionalization) is governed by the rate differences between sp² and sp³ C-H activation and the necessity for chelation between the ruthenium metal and the carbonyl directing group.

Organic & Biomolecular 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, Recommanded Product: 2-Pyridinylboronic acid.

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

Das, Sabuj Kanti published the artcileCuO grafted triazine functionalized covalent organic framework as an efficient catalyst for C-C homo coupling reaction, Formula: C5H6BNO2, the publication is Molecular Catalysis (2020), 110650, database is CAplus.

A new copper oxide immobilized covalent organic framework (COF) material Cu^II-TRIPTA by grafting of CuO nanoparticles at the surface of a nitrogen rich porous COF material TRIPTA was reported. TRIPTA was synthesized through the extended Schiff base reaction between 2,4,6-triformylphloroglucinol and 1,3,5-tris-(4-aminophenyl)triazine. The COF as well as CuO loaded materials were characterized by powder X-ray diffraction (PXRD), transmission electron microscopy (TEM), XPS, N₂ adsorption-desorption, Fourier transform IR spectroscopy (FT-IR), thermogravimetry (TG) and EPR spectroscopic analyses. Cu^II-TRIPTA material was successfully applied as heterogeneous nanocatalyst for the C-C homo-coupling reaction of phenylboronic acids to synthesize wide range of biaryl compounds under mild and eco-friendly conditions (60°, methanol solvent). Remarkably high sp. surface area of Cu^II-TRIPTA (583 m² g^-1) and highly accessible catalytic sites in the 2D-hexagonal COF nano-architecture potentially makes it excellent catalyst in the C-C bond formation reaction, which was evident from the high TON of the catalyst in this reaction. The catalyst was recollected and reused till 6th cycles without any noticeable change of its catalytic activity, suggesting its high catalytic efficiency in this C-C bond formation reaction.

Molecular Catalysis 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, Formula: C5H6BNO2.

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

Bodke, Yadav D. published the artcileApplication of Suzuki coupling in the synthesis of some novel coumarin derivatives as potent antibacterial agents, COA of Formula: C5H6BNO2, the publication is Pharma Chemica (2017), 9(21), 29-34, database is CAplus.

The synthesis of some novel coumarin derivatives by palladium catalyzed Suzuki cross-coupling and evaluation of their antibacterial potency was reported. Most of the compounds exhibited exceptional antibacterial activity as compared with the resp. standard, Ciprofloxacin.

Pharma Chemica 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

Lee, Dong-Hwan published the artcileHighly active and recyclable silica gel-supported palladium catalyst for mild cross-coupling reactions of unactivated heteroaryl chlorides, Recommanded Product: 2-Pyridinylboronic acid, the publication is Green Chemistry (2010), 12(11), 2024-2029, database is CAplus.

Silica gel-supported β-ketoiminatophosphane-Pd complex (Pd@O₂) was shown to be a highly active and long-lived catalyst for aqueous Suzuki, Stille and Sonogashira coupling reactions of heteroaryl chlorides. A wide range of heteroaryl chlorides could be efficiently coupled with different nucleophilic partners in the presence of only 0.5 mol% catalyst and under mild conditions. This is one of the most powerful heterogeneous catalysts for the couplings of diverse heteroaryl chlorides. Furthermore, the catalyst could be reused with almost consistent activity.

Green 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, Recommanded Product: 2-Pyridinylboronic acid.

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

Krah, Sabrina published the artcileElectron-Rich Silicon Containing Phosphinanes for Rapid Pd-Catalyzed C-X Coupling Reactions, Formula: C5H6BNO2, the publication is ChemCatChem (2022), 14(16), e202200734, database is CAplus.

Novel silicon-containing phosphine, 4,1-phosphasilinane 2-TripC₆H₄P(CH₂CH₂)₂SiMe₂ (SabPhos, Trip = 2,4,6-ⁱPr₃C₆H₂) was prepared as a ligand for palladium-catalyzed coupling reactions. Palladium-catalyzed cross-coupling reactions are among the most useful and efficient methods for direct access to complex structures in organic synthesis. However, heteroatom-containing compounds can complicate such coupling reactions due to their competitive coordination with the palladium catalyst and electronic effects. As a result, good yields are often only obtained under harsher reaction conditions, such as high temperatures and long reaction times. Here the design of a highly active phosphine ligand is reported that provides excellent yields for C-N coupling reactions at ambient temperature Incorporation of the phosphorus atom into a cyclohexane ring maintains the pyramidal structure of the phosphorus while reducing steric hindrance. This, and a silicon atom in the cyclohexane moiety, results in an electron-rich phosphinane ligand. This novel silicon containing SabPhos ligand can be obtained in excellent yields in a straightforward synthesis. In palladium catalyzed reactions, this ligand facilitates the coupling of a broad range of heteroaryl chlorides via C-C bonds with boronic acids and C-N bonds with secondary amines in excellent yields under mild conditions.

ChemCatChem 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, Formula: C5H6BNO2.

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

Wang, Lixia published the artcileCross coupling of arylboronic acids with imidazoles by sulfonatocopper(II)(salen) complex in water, HPLC of Formula: 197958-29-5, the publication is Chemistry Letters (2010), 39(7), 764-765, database is CAplus.

A mild and clean protocol for the cross coupling reactions between imidazoles and arylboronic acids has been developed in good to excellent yields up to 98% in the presence of sulfonatocopper(II)(salen) catalyst in water without addition of other additives and bases.

Chemistry Letters 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 C8H11BO2, HPLC of Formula: 197958-29-5.

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

Hansen, Marvin M. published the artcileBoronic Acids and Derivatives-Probing the Structure-Activity Relationships for Mutagenicity, Computed Properties of 197958-29-5, the publication is Organic Process Research & Development (2015), 19(11), 1507-1516, database is CAplus.

Despite a recent publication describing boronic acids as a “novel class of bacterial mutagen,” process and anal. chemists may not be aware of the potential worker exposure hazards, or of the need to assess boron compounds as potential genotoxic impurities (GTIs) per ICH M7. This publication provides new Ames data for 44 com. available boronic acids, boronic acid derivatives, and boron-containing reagents. Trends in the Ames data are discussed from a structure-activity perspective. Common reagents such as bis(pinacolato)diboron and bis-boronic acid were shown to be mutagenic in the Ames assay. Currently available in silico computational models were found to provide little value in predicting the outcome of the Ames assay for boronic acids and derivatives The authors propose oxygen-mediated oxidation of boron compounds to generate organic radicals as a potential mechanism for mutagenicity. It is hoped that this paper will result in increased awareness of this class of GTIs and prompt publication of addnl. Ames data for boronic acids and their derivatives that will lead to improved (Q)SAR models and an understanding of the mechanism of mutagenicity.

Organic Process Research & Development 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, Computed Properties of 197958-29-5.

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

Kolman, Viktor published the artcilePolysubstituted 4,6-bis(hetero)arylpyrimidines as dual inhibitors of nitric oxide and prostaglandin E₂ production, HPLC of Formula: 197958-29-5, the publication is Nitric Oxide (2017), 53-57, database is CAplus and MEDLINE.

As a part of our extensive structure-activity relationship study of anti-inflammatory heterocycles, a novel series of 67 polysubstituted 2-aminopyrimidines was prepared bearing one (at the C-4 position of the pyrimidine ring) or two (in the C-4 and C-6 positions) (hetero)aryl substituents attached directly through the C-C bond. The key synthetic steps involved either Suzuki-Miyaura or Stille cross-coupling reactions carried out on easily available 4,6-dichloropyrimidines. All prepared compounds, except one, were able to inhibit immune-activated production of nitric oxide (NO) significantly. Moreover, several compounds were found to be low micromolar dual inhibitors of NO and prostaglandin E₂ (PGE₂) production Although the exact mode of action of the prepared compounds remains to be elucidated, non-toxic dual inhibitors of NO and PGE₂ production may have great therapeutic benefit in treatment of various inflammation diseases and deserve further preclin. evaluation.

Nitric Oxide 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, HPLC of Formula: 197958-29-5.

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

Ju, Han published the artcileIterative Optimization and Structure-Activity Relationship Studies of Oseltamivir Amino Derivatives as Potent and Selective Neuraminidase Inhibitors via Targeting 150-Cavity, COA of Formula: C5H6BNO2, the publication is Journal of Medicinal Chemistry (2022), 65(17), 11550-11573, database is CAplus and MEDLINE.

With our continuous endeavors in seeking neuraminidase (NA) inhibitors, we reported herein three series of novel oseltamivir amino derivatives with the goal of exploring the druggable chem. space inside the 150-cavity of influenza virus NAs. Among them, around half of the compounds in series C were demonstrated to be better inhibitors against both wild-type and oseltamivir-resistant group-1 NAs than oseltamivir carboxylate (OSC). Notably, compounds 12d, 12e, 15e, and 15i showed more potent or equipotent antiviral activity against H1N1, H5N1, and H5N8 viruses compared to OSC in cellular assays. Furthermore, compounds 12e and 15e exhibited high metabolic stability in human liver microsomes (HLMs) and low inhibitory effect on main cytochrome P 450 (CYP) enzymes, as well as low acute/subacute toxicity and certain antiviral efficacy in vivo. Also, pharmacokinetic (PK) and mol. docking studies were performed. Overall, 12e (I) and 15e (II) possess great potential to serve as anti-influenza candidates and are worthy of further investigation.

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

Barnett, Kerry L. published the artcileAir-Stable [(R₃P)PdCl₂]₂ Complexes of Neopentylphosphines as Cross-Coupling Precatalysts: Catalytic Application and Mechanism of Catalyst Activation and Deactivation, Recommanded Product: 2-Pyridinylboronic acid, the publication is Organometallics (2018), 37(9), 1410-1424, database is CAplus.

Air-stable [(R₃P)PdCl₂]₂ complexes with di-tert-butylneopentylphosphine (DTBNpP, 1a) or trineopentylphosphine (TNpP, 1b) ligands were applied to Suzuki cross-coupling reactions, and the mechanism of their conversion to the active LPd(0) catalyst species was studied. Precatalysts 1a,b provide effective catalysts for Suzuki cross-coupling of aryl bromides at room temperature, even when the reactions were performed in air. The precatalyst systems provided much higher activity catalysts in toluene/H₂O in comparison to MeCN/H₂O. Precatalyst loadings could be decreased by a factor of 50 in toluene in comparison to MeCN, while achieving equal or better yields. In MeCN/H₂O, ligand metalation to form a [(κ²-P,C-DTBNpP)PdX]₂ palladacycle was found to compete with formation of the active Pd(0) species. The palladacycle shows low catalytic activity; thus, its formation represents a catalyst deactivation pathway. In toluene, clean formation of the active Pd(0) species occurs without competitive palladacycle formation. The improved selectivity to form the active Pd(0) species in toluene appears to account for the higher activity of the precatalysts in toluene/H₂O.

Organometallics 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, Recommanded Product: 2-Pyridinylboronic acid.

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