Tag: M.W=200-250

Takeda, Sunao published the artcileα,α-Gem-difluorination of α-(alkylthio)acetophenone derivatives with N-fluoropyridinium salts, HPLC of Formula: 107263-95-6, the publication is Chemical & Pharmaceutical Bulletin (2000), 48(7), 1097-1100, database is CAplus and MEDLINE.

The α,α-gem-difluorination of 2′,4′-difluoro-α-(methylthio)acetophenone with N-fluoropyridinium salts gave 2′,4′,α,α-tetrafluoro-α-(methylthio)acetophenone. This reaction was accelerated by the addition of zinc chloride, zinc bromide or anhydrous iron(III) chloride, and higher yields than the reaction without additives were obtained. The gem-difluorination reaction using FP-T300 in the presence of zinc bromide was applicable to other α-(alkylthio)acetophenone derivatives

Chemical & Pharmaceutical Bulletin 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 C6H9N3O2S, HPLC of Formula: 107263-95-6.

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

Rabasco, John J. published the artcileReactions of strong bases with vinyl fluoride. Formation and characterization of 1-fluorovinyl anion and the fluoride-acetylene hydrogen-bonded complex, Recommanded Product: 1-Fluoropyridiniumtriflate, the publication is Journal of the American Society for Mass Spectrometry (1992), 3(2), 91-8, database is CAplus and MEDLINE.

Vinyl fluoride reacts with strong bases to afford 1-fluorovinyl anion (1a) and a fluoride-acetylene cluster. The former ion can be prepared independently, and cleanly, by the fluorodesilylation of 1-(trimethylsilyl)fluoroethylene. Reactions of 1a are reported, and its proton affinity is assigned (387 ± 3 kcal mol^-1). Vinyl fluoride is 22 kcal mol^-1 more acidic than ethylene. This unusually large substituent effect is reproduced by ab initio calculations and can be accounted for by geometric changes which minimize the electron-electron repulsion in 1a. Computations on 2-fluorovinyl anions have also been carried out, and both ions are only slightly less stable than 1a. The cis-2-fluorovinyl anion has a larger barrier for fluoride elimination and is a reasonable target for preparation

Journal of the American Society for Mass Spectrometry 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

Quan, Zheng-Jun published the artcilePalladium(II) catalyzed Suzuki/Sonogashira cross-coupling reactions of sulfonates: an efficient approach to C2-functionalized pyrimidines and pyridines, Synthetic Route of 89076-64-2, the publication is European Journal of Organic Chemistry (2013), 2013(31), 7175-7183, database is CAplus.

Pyrimidin-2-yl sulfonates, as a reaction partner, can be easily prepared from inexpensive com. materials and are efficiently cross-coupled with arylboronic acids and terminal alkynes by using Pd(OAc)₂-catalyzed Suzuki and Sonogashira reactions. A wide array of C2-functionalized pyrimidines have been prepared in good to excellent yields. 2-Arylpyridines and 2-(oct-1-ynyl)pyridine were also synthesized.

European Journal of Organic Chemistry published new progress about 89076-64-2. 89076-64-2 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitro Compound,Benzene, name is 5-Nitro-2-phenylpyridine, and the molecular formula is C11H8N2O2, Synthetic Route of 89076-64-2.

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

Guo, Peng-Fei published the artcileC-H Arylation of Pyridines: High Regioselectivity as a Consequence of the Electronic Character of C-H Bonds and Heteroarene Ring, HPLC of Formula: 89076-64-2, the publication is Journal of the American Chemical Society (2011), 133(41), 16338-16341, database is CAplus and MEDLINE.

A new catalytic protocol for highly selective C-H arylation of pyridines containing common and synthetically versatile electron-withdrawing substituents (NO₂, CN, F and Cl) is reported. The new protocol expands the scope of catalytic azine functionalization as the excellent regioselectivity at the 3- and 4-positions well complements the existing methods for C-H arylation and Ir-catalyzed borylation, as well as classical functionalization of pyridines. Another important feature of the new method is its flexibility to adapt to challenging substrates by a simple modification of the carboxylic acid ligand or the use of silver salts. The regioselectivity can be rationalized on the basis of the key electronic effects (repulsion between the nitrogen lone pair and polarized C-Pd bond at C2-/C6-positions and acidity of the C-H bond) in combination with steric effects (sensitivity to bulky substituents).

Journal of the American Chemical Society published new progress about 89076-64-2. 89076-64-2 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitro Compound,Benzene, name is 5-Nitro-2-phenylpyridine, and the molecular formula is C11H8N2O2, HPLC of Formula: 89076-64-2.

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

Matsuura, Rei published the artcilePalladium(II)-catalyzed γ-selective hydroarylation of alkenyl carbonyl compounds with arylboronic acids, Application of (1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)boronic acid, the publication is Chemical Science (2018), 9(44), 8363-8368, database is CAplus and MEDLINE.

A catalytic γ-selective syn-hydroarylation of alkenyl carbonyl compounds using arylboronic acids was developed using a substrate directivity approach with a palladium(II) catalyst. This method tolerated a wide range of functionalized (hetero)arylboronic acids and a variety of substitution patterns on the alkene. Preliminary mechanistic studies suggested that transmetalation is rate-limiting.

Chemical Science published new progress about 844501-00-4. 844501-00-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Amide,Boronic Acids,Boronic acid and ester, name is (1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)boronic acid, and the molecular formula is C10H18BNO4, Application of (1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)boronic acid.

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

Roessler, Simon L. published the artcilePyridyl Radical Cation for C-H Amination of Arenes, Product Details of C6H5F4NO3S, the publication is Angewandte Chemie, International Edition (2019), 58(2), 526-531, database is CAplus and MEDLINE.

Electron-transfer photocatalysis provides access to the elusive and unprecedented N-pyridyl radical cation from selected N-substituted pyridinium reagents. The resulting C(sp²)-H functionalization of (hetero)arenes furnishes versatile intermediates for the development of valuable aminated aryl scaffolds. Mechanistic studies that include the first spectroscopic evidence of a spin-trapped N-pyridyl radical adduct implicate SET-triggered, pseudo-mesolytic cleavage of the N-X pyridinium reagents mediated by visible light.

Angewandte Chemie, International Edition 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, Product Details of C6H5F4NO3S.

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

Guo, Ruizhi published the artcileOrganoselenium-Catalyzed Synthesis of Oxygen- and Nitrogen-Containing Heterocycles, HPLC of Formula: 107263-95-6, the publication is Organic Letters (2016), 18(3), 504-507, database is CAplus and MEDLINE.

A new and efficient approach for the synthesis of oxygen and nitrogen heterocycles by organoselenium catalysis has been developed. The exo-cyclization proceeded smoothly under mild conditions with good functional group tolerance and excellent regioselectivity. Mechanistic studies revealed that 1-fluoropyridinium triflate is key for oxidative cyclization.

Organic Letters 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, HPLC of Formula: 107263-95-6.

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

Metin, Oender published the artcileNi/Pd core/shell nanoparticles supported on graphene as a highly active and reusable catalyst for Suzuki-Miyaura cross-coupling reaction, Product Details of C11H8N2O2, the publication is Nano Research (2013), 6(1), 10-18, database is CAplus.

Monodisperse Ni/Pd core/shell nanoparticles (NPs) have been synthesized by sequential reduction of nickel(II) acetate and palladium(II) bromide in oleylamine (OAm) and trioctylphosphine (TOP). The Ni/Pd NPs have a narrow size distribution with a mean particle size of 10 nm and a standard deviation of 5% with respect to the particle diameter Mechanistic studies showed that the presence of TOP was essential to control the reductive decomposition of Ni-TOP and Pd-TOP, and the formation of Ni/Pd core/shell NPs. Using the current synthetic protocol, the composition of the Ni/Pd within the core/shell structure can be readily tuned by simply controlling the initial molar ratio of the Ni and Pd salts. The as-synthesized Ni/Pd core/shell NPs were supported on graphene (G) and used as catalyst in Suzuki-Miyaura cross-coupling reactions. Among three different kinds of Ni/Pd NPs tested, the Ni/Pd (Ni/Pd = 3/2) NPs were found to be the most active catalyst for the Suzuki-Miyaura cross-coupling of arylboronic acids with aryl iodides, bromides and even chlorides in a dimethylformamide/water mixture by using K₂CO₃ as a base at 110 °C. The G-Ni/Pd was also stable and reusable, providing 98% conversion after the 5th catalytic run without showing any noticeable Ni/Pd composition change. The G-Ni/Pd structure reported in this paper combines both the efficiency of a homogeneous catalyst and the durability of a heterogeneous catalyst, and is promising catalyst candidate for various Pd-based catalytic applications.

Nano Research published new progress about 89076-64-2. 89076-64-2 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitro Compound,Benzene, name is 5-Nitro-2-phenylpyridine, and the molecular formula is C11H8N2O2, Product Details of C11H8N2O2.

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

Nappi, Manuel published the artcileSelective Chemical Functionalization at N6-Methyladenosine Residues in DNA Enabled by Visible-Light-Mediated Photoredox Catalysis, Computed Properties of 89076-64-2, the publication is Journal of the American Chemical Society (2020), 142(51), 21484-21492, database is CAplus and MEDLINE.

Selective chem. that modifies the structure of DNA and RNA is essential to understanding the role of epigenetic modifications. We report a visible-light-activated photocatalytic process that introduces a covalent modification at a C(sp³)-H bond in the Me group of N6-Me deoxyadenosine and N6-Me adenosine, epigenetic modifications of emerging importance. A carefully orchestrated reaction combines reduction of a nitropyridine to form a nitrosopyridine spin-trapping reagent and an exquisitely selective tertiary amine-mediated hydrogen-atom abstraction at the N6-Me group to form an α-amino radical. Cross-coupling of the putative α-amino radical with nitrosopyridine leads to a stable conjugate, installing a label at N6-methyl-adenosine. We show that N6-Me deoxyadenosine-containing oligonucleotides can be enriched from complex mixtures, paving the way for applications to identify this modification in genomic DNA and RNA.

Journal of the American Chemical Society published new progress about 89076-64-2. 89076-64-2 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitro Compound,Benzene, name is 5-Nitro-2-phenylpyridine, and the molecular formula is C11H8N2O2, Computed Properties of 89076-64-2.

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

Umemoto, Teruo published the artcileSyntheses and properties of N-fluoropyridinium salts, Safety of 1-Fluoropyridiniumtriflate, the publication is Bulletin of the Chemical Society of Japan (1991), 64(4), 1081-92, database is CAplus.

Various stable N-fluoropyridinium salts with a non- or weakly nucleophilic counter anion such as triflate, FSO₃^–, BF₄^–, SbF₆^–, ClO₄^–, CH₃SO₃^– etc., or with an electron-donating or -withdrawing substituent(s) on the pyridine ring were synthesized and their properties investigated. N-Fluoropyridinium-2-sulfonates, N-fluoroquinolinium triflate, and highly hindered N-fluoro-2,6-di-tert-butylpyridinium salts were also synthesized. They were synthesized by counter anion displacement reactions of unstable pyridine-F₂ compounds, fluorination of salts of pyridines with protonic acids or silyl esters with F, and/or fluorination of Lewis acid complexes of pyridines. The scope of each method was examined in detail. The stability of the N-fluoropyridinium salts depended on the nucleophilicity or basicity of the counter anions and electronic nature or position of the ring substituents. These results and NMR analyses clearly showed the unstable pyridine-F₂ compounds to have N-fluoropyridinium fluoride salt structure. Some N-fluoropyridinium triflates were hydrolyzed and the products were examined, suggesting a unique hydrolysis mechanism. The authors warn of the toxicity of fluorine.

Bulletin of the Chemical Society of Japan 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 C9H12O, Safety of 1-Fluoropyridiniumtriflate.

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