Category: 107263-95-6

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

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

Sato, Masayuki published the artcileSynthesis of 5-fluoro-1,3-dioxin-4-ones: versatile building blocks of fluorinated compounds, Name: 1-Fluoropyridiniumtriflate, the publication is Journal of the Chemical Society, Chemical Communications (1991), 699-700, database is CAplus.

Fluorination of 5,6-unsubstituted dioxinone I (R = H) with F₂ followed by treatment with Et₃N affords the title compound I (R = F) which can be converted into fluorinated derivatives of formylacetic acid, e.g., (E)-AcOCH:CFCO₂Me or of heterocyclic systems, e.g., II and III.

Journal of the Chemical Society, Chemical Communications 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, Name: 1-Fluoropyridiniumtriflate.

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

Rozatian, Neshat published the artcileKinetics of Electrophilic Fluorination of Steroids and Epimerisation of Fluorosteroids, Category: pyridine-derivatives, the publication is Chemistry – A European Journal (2020), 26(52), 12027-12035, database is CAplus and MEDLINE.

Fluorinated steroids, which are synthesized by electrophilic fluorination, form a significant proportion of marketed pharmaceuticals. To gain quant. information on fluorination at the 6-position of steroids, kinetics studies were conducted on enol ester derivatives of progesterone, testosterone, cholestenone and hydrocortisone with a series of electrophilic N-F reagents. The stereoselectivities of fluorination reactions of progesterone enol acetate and the kinetic effects of additives, including methanol and water, were investigated. The kinetics of epimerization of 6β-fluoroprogesterone to the more pharmacol. active 6α-fluoroprogesterone isomer in HCl/acetic acid solutions are detailed.

Chemistry – A European Journal 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, Category: pyridine-derivatives.

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

Umemoto, Teruo published the artcileN-F 19-fluorine nuclear magnetic resonance of N-fluoropyridinium salts, HPLC of Formula: 107263-95-6, the publication is Journal of Fluorine Chemistry (1991), 53(3), 369-77, database is CAplus.

The completely ionic structure of N-fluoropyridinium salts is supported by their N-F ¹⁹F chem. shifts which are independent of the nature of the counteranions. The ¹⁹F chem. shifts of β- and γ-substituted N-fluoropyridinium salts are both correlated to pKa values of the corresponding pyridines, but in different ways. However, the shifts of α-substituted N-fluoro salts except for those with alkyl substituents were abnormally shifted upfield due to nonbonded electronic interactions, regardless of their pKa’s. The relationship between variable fluorinating power and ¹⁹F chem. shifts of N-fluoropyridinium salt is also discussed.

Journal of Fluorine Chemistry 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 C27H39ClN2, HPLC of Formula: 107263-95-6.

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

Liao, Lihao published the artcileOrganoselenium-Catalyzed Regioselective C-H Pyridination of 1,3-Dienes and Alkenes, HPLC of Formula: 107263-95-6, the publication is Angewandte Chemie, International Edition (2017), 56(12), 3201-3205, database is CAplus and MEDLINE.

An efficient approach for organoselenium-catalyzed regioselective C-H pyridination of 1,3-dienes to form pyridinium salts has been developed. This method was also successfully applied to direct C-H pyridination of alkenes. Fluoropyridinium reagents, or initially loaded pyridine derivatives, acted as pyridine sources in the pyridination reactions. The obtained pyridinium salts could be further converted under different conditions. This work is the first example of catalytic C-2 direct C-H functionalization of 1,3-dienes and the first case of organoselenium-catalyzed C-H pyridination.

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, HPLC of Formula: 107263-95-6.

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

Dauben, William G. published the artcileFluorinated chirons for vitamin D₃ syntheses. A serendipitous synthesis of a 9α-hydroxy derivative of (7Z)-vitamin D₃, Application In Synthesis of 107263-95-6, the publication is Journal of Organic Chemistry (1992), 57(5), 1597-600, database is CAplus.

The synthesis of three fluorinated vitamin D₃ C/D-ring precursors I, II, and III is reported. A serendipitous synthesis of a 9α-hydroxy derivative of (7Z)-vitamin D₃ from a fluorinated precursor is described.

Journal of Organic Chemistry 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, Application In Synthesis of 107263-95-6.

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