Tag: M.W=100-150

Wang, JiaoYang published the artcileComputational study on C-B homolytic bond dissociation enthalpies of organoboron compounds, Application of 2-Pyridinylboronic acid, the publication is New Journal of Chemistry (2017), 41(3), 1346-1362, database is CAplus.

Based on many transition-metal-catalyzed Suzuki-Miyaura cross-coupling reactions of organoboron compounds in which C-B cleavages are involved, it is meaningful to understand one of the thermodn. properties of the C-B bond, the strength of the C-B bond, which can be measured using homolytic bond dissociation enthalpies (BDEs). To this end, we first calculated 64 C-B BDEs of organoboron compounds by theor. methods including composite high-level ab initio methods of G3, G4, G3B3, CBS-Q, CBS-QB3, and CBS-4M and 34 d. functional theory (DFT) methods. The results show that it is reasonable and credible to regard the average values of six composite high-level methods as the standard C-B BDE values. By comparing the DFT methods, it is found that the M06-HF method provides the most accurate results and the root mean square error (RMSE) is the smallest of 6.4 kJ mol^-1. Therefore, the C-B BDEs including C(sp)-B, C(sp²)-B and C(sp³)-B of organoboron compounds such as boronic acids, trifluoroborate salts, boronate esters, etc. as well as the substituent effects were investigated by using the M06-HF method. The results indicated that the different substituents including electron-donating groups (EDGs), electron-withdrawing groups (EWGs) and conjugated effect groups (CEGs) exhibit different effects on different types of C-B BDEs. Moreover, the natural bond orbital (NBO) anal. was performed in order to further disclose the essence of BDE change patterns.

New Journal of 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 C15H20O6, Application of 2-Pyridinylboronic acid.

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

Wu, De-Zhi published the artcileAn efficient method for the construction of 2-Aminothiazolo[5,4-c]pyridines via K₃[Fe(CN)₆] oxidized SP² C-H Functionalization, Computed Properties of 18437-58-6, the publication is Tetrahedron (2016), 72(52), 8610-8616, database is CAplus.

A practical approach to synthesize 2-aminothiazolo[5,4-c]pyridines from simple asym. pyridylthioureas was achieved by utilizing K₃[Fe(CN)₆] as the oxidant [e.g., I → II (97%)]. These reactions went through an intramol. oxidation and finally led to the formation of C-S bond. Furthermore, the possible oxidative cyclization mechanism was also explored by the addition of radical scavengers, which showed that the oxidative cyclization was promoted via a free radical mechanism.

Tetrahedron published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C7H16Cl2Si, Computed Properties of 18437-58-6.

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

He, Dian published the artcileDesign, Synthesis and Activity Evaluation of N-(pyridin-4-yl) Salicylamides as Antimycobacterial Agents, Computed Properties of 18437-58-6, the publication is Asian Journal of Chemistry (2014), 26(21), 7269-7275, 7 pp., database is CAplus.

A series of N-(pyridin-4-yl) salicylamides derivatives I (R¹ = H, Cl, CH₃; R² = R⁴ = H, Cl; R³ = H, Cl, CF₃; R⁵ = H, OCH₃; R⁶ = H, Cl, Br, CF₃) were prepared through acylation of the corresponding acetylsalicyloyl chlorides with substituted 4-aminopyridines. The compounds I were evaluated in vitro for antimycobacterial activities against Mycobacterium tuberculosis (TB) and Mycobacterium avium (A) by the min. inhibitory concentrations (MIC) values. Eight of the compounds I exhibited lower MIC against Mycobacterium avium than the one of isoniazide, meanwhile, four of the compounds I exhibited good anti-TB activity compared to isoniazide. Antimycobacterial activities of compounds I were influenced by the balance between hydrophobicity and electron withdrawing substituent effects on the Ph and pyridine ring.

Asian Journal of Chemistry published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Computed Properties of 18437-58-6.

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

Yang, Wenqing published the artcileDesign, Synthesis, Antifungal and Antibacterial Activities of N-phenyl and N-pyridinyl-5-(trifluoromethyl)-pyrazole-4-carboxamide Derivatives, Recommanded Product: 4-Amino-2-picoline, the publication is Journal of Heterocyclic Chemistry (2018), 55(10), 2261-2269, database is CAplus.

A series of N-Ph and N-pyridinyl-5-(trifluoromethyl)-pyrazole carboxamides, compounds I [R = Ph, 2-pyridinyl, 2-fluoro-4-pyridinyl, etc.] were designed and synthesized. Bioassay results indicated that antifungal and antibacterial activities of title compounds could be obviously improved by placing trifluoromethyl on the 5-position of the pyrazole ring and substituted 4-pyridinyl at the amine side of the amide bond. The EC₅₀ values of compound I [R = 4-pyridinyl] against Gibberella zeae, Cytospora mandshurica, and Fusarium oxysporum were 14.7, 21.1, and 32.7 μg/mL, resp., better than hymexazol (30.2, 47.3, and 42.5 μg/mL) and carboxin (34.2, >200, and >200 μg/mL). And the EC₅₀ values of compounds I [R = 2-fluoro-4-pyridinyl, 2,6-dichloro-4-pyridinyl, 3,5-dichloro-4-pyridinyl, 6-methyl-2-pyridinyl, 2-methylphenyl, 2-fluorophenyl, 4-chlorophenyl and 4-methoxyphenyl] against rice bacterial leaf blight were 17.0, 21.8, 21.9, 18.6, 16.8, 25.9, 9.4, and 24.4 μg/mL, resp., much better than bismerthiazol (70.5 μg/mL).

Journal of Heterocyclic Chemistry published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C9H21NO3, Recommanded Product: 4-Amino-2-picoline.

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

Guo, Shuangxi published the artcileAg/C nanoparticles catalyzed aerobic oxidation of diaryl and aryl(hetero)methylenes into ketones, Synthetic Route of 197958-29-5, the publication is Nano Research (2017), 10(9), 3261-3267, database is CAplus.

The aerobic oxidation of diaryl and aryl(hetero)methylenes into ketones, catalyzed by Ag/C nanoparticles under mild conditions, was successfully developed. This method features a wide scope of substrates, good yields, and uncomplicated recycling of the catalyst.

Nano Research 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, Synthetic Route of 197958-29-5.

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

Cheng, Kai published the artcileSilver-catalyzed decarboxylative acylation of arylglyoxylic acids with arylboronic acids, Quality Control of 197958-29-5, the publication is RSC Advances (2014), 4(89), 48698-48702, database is CAplus.

The silver-catalyzed coupling of arylboronic acids with arylglyoxylic acids was found to be an extremely efficient route for the synthesis of unsym. diaryl ketones. It was conducted on a gram scale under mild and open-flask conditions with good functional group compatibility, avoiding the addition of expensive and/or toxic metals.

RSC Advances 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, Quality Control of 197958-29-5.

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

Cao, Liang published the artcilePractical iridium-catalyzed direct α-arylation of N-heteroarenes with (hetero)arylboronic acids by H₂O-mediated H₂ evolution, Formula: C5H6BNO2, the publication is Nature Communications (2021), 12(1), 4206, database is CAplus and MEDLINE.

Despite the widespread applications of 2-(hetero)aryl N-heteroarenes in numerous fields of science and technol., universal access to such compounds is hampered due to the lack of a general method for their synthesis. Herein, by a H₂O-mediated H₂-evolution cross-coupling strategy, an iridium(III)-catalyzed facile method to direct α-arylation of N-heteroarenes with both aryl and heteroaryl boronic acids, proceeding with broad substrate scope and excellent functional compatibility, oxidant and reductant-free conditions, operational simplicity, easy scalability, and no need for prefunctionalization of N-heteroarenes is reported. This method is applicable for structural modification of biomedical mols., and offers a practical route for direct access to 2-(hetero)aryl N-heteroarenes, a class of potential cyclometalated CN̂ ligands and NN̂ bidentate ligands that are difficult to prepare with the existing α-C-H arylation methods, thus filling an important gap in the capabilities of synthetic organic chem.

Nature Communications 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

Qiu, Pei published the artcileAn efficient water-soluble surfactant-type palladium catalyst for Suzuki cross-coupling reactions in pure water at room temperature, COA of Formula: C5H6BNO2, the publication is New Journal of Chemistry (2016), 40(8), 6568-6572, database is CAplus.

A palladium catalyst based on a bidentate phosphine-type zwitterionic surfactant as a ligand exhibited an excellent catalytic activity in the Suzuki-Miyaura cross coupling reactions. This novel method allowed the reaction of aryl halides RX (R = 2-HOC₆H₄, benzofuran-2-yl, benzothiazol-2-yl, etc.; X = Br, I) with arylboronic acids R¹B(OH)₂ [R¹ = Ph, benzo[1,3]dioxol-5-yl, thiophen-2-yl, etc.] to occur in pure water at room temperature, forming a variety of biaryls RR¹ in good to high yields. Heterobiaryls were also efficiently assembled even in the presence of water-insoluble heteroaryl halides as substrates. In addition, such a coupling protocol was successfully used in the iterative diarylation of 2,5-dibromopyridine in one-pot.

New Journal of 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

Xia, Peng-Ju published the artcilePhotocatalytic, Phosphoranyl Radical-Mediated N-O Cleavage of Strained Cycloketone Oximes, Product Details of C5H6BNO2, the publication is Organic Letters (2019), 21(8), 2658-2662, database is CAplus and MEDLINE.

In the presence of the iridium photocatalyst [Ir[dF(CF₃)ppy]₂(dtbbpy)]PF₆, four-membered cyclic ketoximes such as cyclobutanone oxime underwent ring opening and addition reactions with aryl alkenes such as 1,1-diphenylethylene or with α-trifluoromethylstyrenes such as PhC(CF₃):CH₂ mediated by Ph₃P (via its photogenerated phosphoranyl radical cation) under blue LED light to yield 6-arylhexanenitriles such as Ph₂CH(CH₂)₄CN or (aryl)(difluoromethylene)hexanenitriles such as F₂C:CPh(CH₂)₄CN.

Organic 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 C7H8BrClFN, Product Details of C5H6BNO2.

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