Tag: M.W=100-150

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

Sreedhar, B. published the artcileNanocrystalline Titania-Supported Palladium(0) Nanoparticles for Suzuki-Miyaura Cross-Coupling of Aryl and Heteroaryl Halides, Computed Properties of 197958-29-5, the publication is Advanced Synthesis & Catalysis (2011), 353(14-15), 2823-2836, database is CAplus.

The Suzuki cross-coupling reaction of various aryl and heteroaryl halides with arylboronic and heteroarylboronic acids was studied using a titania-supported palladium(0) catalyst at room temperature under air. The conversion and selectivity results obtained for many substrates were excellent and similar to those provided by more active or even homogeneous catalysts. The methodol. was similarly effective using 2-bromo-3,4,5-trimethoxybenzaldehyde as the coupling partner. Furthermore, it has been shown that it is useful for the synthesis of terphenyls and tetraphenyls. The catalyst is quant. recovered from the reaction by simple filtration and reused for a number of cycles without significant loss of activity. Inductively coupled plasma (ICP) mass-spectrometric anal. of the filtrate from the reaction mixture demonstrated that the palladium metal hardly leached into the solution within the limits of the detector (1 ppm), thus suggesting that the present Suzuki-Miyaura reaction proceeded by heterogeneous catalysis.

Advanced Synthesis & 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 C12H9N3O4, Computed Properties of 197958-29-5.

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

Yu, Xiao-Qiang published the artcileAryl triolborates: Novel reagent for copper-catalyzed N-arylation of amines, anilines, and imidazoles, Recommanded Product: 2-Pyridinylboronic acid, the publication is Chemistry – An Asian Journal (2008), 3(8-9), 1517-1522, database is CAplus and MEDLINE.

The N-arylation of primary and secondary aliphatic amines, anilines, and imidazoles with novel potassium aryl triolborates was carried out in the presence of a reoxidant and a catalytic amount of Cu(OAc)₂ (10 mol %). Aryl triolborates were found to be better reagents than arylboronic acids or potassium aryl trifluoroborates as the former achieved high yields under mild conditions. Coupling of primary and secondary aliphatic amines to give N-arylamines in excellent yields was performed under oxygen atm. The reactions of anilines and imidazoles to provide N-arylanilines and N-arylimidazoles in good yields proceeded smoothly when trimethylamine N-oxide was used as an oxidant.

Chemistry – An Asian Journal 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 Al2H32O28S3, Recommanded Product: 2-Pyridinylboronic acid.

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

Kawasaki-Takasuka, Tomoko published the artcileThe modified trifluoromethylation protocol applicable to electronically deficient iodopyridinones, Computed Properties of 197958-29-5, the publication is Tetrahedron (2015), 71(38), 6824-6831, database is CAplus.

Utilization of a mixed solvent system of DMF/HMPA = 1/1 (volume/volume) to the KF/CuI/TMSCF₃ reagent system proved to significantly affect the reaction, realizing convenient introduction of a trifluoromethyl (CF₃) group not only to electron-deficient iodopyridinones, e.g., I, with quite a few previous successful examples but also to aliphatic vinylic iodides such as 2-iodocyclohex-2-en-1-one, 1-iodocyclohex-1-ene, (E)- and (Z)-(4-iodobut-3-en-1-yl)benzene.

Tetrahedron 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

Cheng, Kai published the artcileThe Pd(OAc)₂-catalyzed homocoupling of arylboronic acids in water and ionic liquid, Related Products of pyridine-derivatives, the publication is Journal of Molecular Catalysis A: Chemical (2007), 273(1-2), 240-243, database is CAplus.

The homocoupling reaction of the arylboronic acids proceeded smoothly in a mixture of water and ionic liquids in the presence of Et bromoacetate ester using Pd(OAc)₂ as catalyst in high yield at 60 °C for 3 h. The separation of desired products was easily performed by extraction with di-Et ether and Pd(OAc)₂-[bmim][PF₆] (1-butyl-3-methylimidazolium hexafluorophosphate) can be reused eight times accompanied with only a slight decrease in activity.

Journal of Molecular Catalysis A: Chemical 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, Related Products of pyridine-derivatives.

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

Zhu, Huilong published the artcileRhodium-Catalyzed Chemodivergent Pyridylation of Alkynes with Pyridylboronic Acids, Quality Control of 197958-29-5, the publication is Organic Letters (2022), 24(27), 4896-4901, database is CAplus and MEDLINE.

The pyridylation of alkynes with pyridylboronic acids is realized under rhodium catalysis. Chemodivergent pyridylation products, including alkenylpyridines produced via the hydropyridylation pathway and cyclopenta[c]pyridines produced via the pyridylation/cyclization pathway, were selectively produced by fine-tuning the reaction conditions. A mechanistic study revealed that 1,4-rhodium migration to the pyridine ring was involved as the key step in the chemodivergent synthesis.

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 C15H14O3, Quality Control of 197958-29-5.

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

Hu, Yonghan published the artcileContinued exploration of biphenylsulfonamide scaffold as a platform for aggrecanase-1 inhibition, SDS of cas: 903899-13-8, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(22), 6800-6803, database is CAplus and MEDLINE.

Design, synthesis and structure-activity relationship of a series of biphenylsulfonamido-3-methylbutanoic acid based aggrecanase-1 inhibitors are described. In addition to robust aggrecanase-1 inhibition, these compounds also exhibit potent MMP-13 activity. In cell-based cartilage explants assay 4-[4-(3-F₃CC₆H₄)C₆H₄]C₆H₄SO₂NH-L-Val-OH produced 87% inhibition of proteoglycan degradation at 10 μg/mL. Good pharmacokinetic properties were demonstrated by 4-[4-(2-NCC₆H₄)C₆H₄]C₆H₄SO₂NH-L-Val-OH with a half-life of 6 h and bioavailability of 23%.

Bioorganic & Medicinal Chemistry Letters published new progress about 903899-13-8. 903899-13-8 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Alcohol,Boronic Acids,Boronic acid and ester, name is (6-Hydroxypyridin-3-yl)boronic acid, and the molecular formula is C5H6BNO3, SDS of cas: 903899-13-8.

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