Tag: M.W=200-250

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

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

Liu, Chun published the artcileA General and Highly Efficient Method for the Construction of Aryl-Substituted N-Heteroarenes, Application In Synthesis of 89076-64-2, the publication is European Journal of Organic Chemistry (2010), 5548-5551, S5548/1-S5548/23, database is CAplus.

A general, simple and highly efficient method for the synthesis of heteroarylbenzenes has been developed via Pd(OAc)₂-catalyzed ligand-free and aerobic Suzuki coupling reaction of N-heteroaryl halides with arylboronic acids and the reaction is strongly dependent on the mol. structure of solvent.

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, Application In Synthesis of 89076-64-2.

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

Liu, Lei published the artcilePalladium-catalyzed C-H trifluoromethylselenolation of arenes with [Me₄N][SeCF₃] and an oxidant, Application In Synthesis of 89076-64-2, the publication is Chemical Communications (Cambridge, United Kingdom) (2022), 58(66), 9238-9241, database is CAplus and MEDLINE.

Trifluoromethylselenolation of arenes with [Me₄N][SeCF₃] in the presence of an oxidant through Pd-catalyzed C(sp²)-H activation under the assistance of a directing group is established for the first time. The reaction tolerates different directing groups and a variety of functional groups, enabling selective installation of a SeCF₃ moiety onto the ortho positions of arenes. Mechanistic studies revealed that the CF₃SeSeCF₃ intermediate in situ generated from oxidation of [Me₄N][SeCF₃] might be the real SeCF₃ reagent in the reaction.

Chemical Communications (Cambridge, United Kingdom) 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, Application In Synthesis of 89076-64-2.

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

Ball, Nicholas D. published the artcileMechanistic and Computational Studies of Oxidatively-Induced Aryl-CF₃ Bond-Formation at Pd: Rational Design of Room Temperature Aryl Trifluoromethylation, Related Products of pyridine-derivatives, the publication is Journal of the American Chemical Society (2011), 133(19), 7577-7584, database is CAplus and MEDLINE.

This article describes the rational design of first generation systems for oxidatively induced Aryl-CF₃ bond-forming reductive elimination from Pd^II. Treatment of (dtbpy)Pd^II(Aryl)(CF₃) (dtbpy = di-tert-butylbipyridine) with NFTPT (N-fluoro-1,3,5-trimethylpyridinium triflate) afforded the isolable Pd^IV intermediate (dtbpy)Pd^IV(Aryl)(CF₃)(F)(OTf). Thermolysis of this complex at 80° resulted in Aryl-CF₃ bond-formation. Detailed exptl. and computational mechanistic studies have been conducted to gain insights into the key reductive elimination step. Reductive elimination from this Pd^IV species proceeds via pre-equilibrium dissociation of TfO^– followed by Aryl-CF₃ coupling. DFT calculations reveal that the transition state for Aryl-CF₃ bond formation involves the CF₃ acting as an electrophile with the Aryl ligand serving as a nucleophilic coupling partner. These mechanistic considerations along with DFT calculations have facilitated the design of a second generation system utilizing the tmeda (N,N,N’,N’-tetramethylethylenediamine) ligand in place of dtbpy. The tmeda complexes undergo oxidative trifluoromethylation at room temperature

Journal of the American Chemical Society 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, Related Products of pyridine-derivatives.

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

Georgescu, Florentina C. published the artcilePyrimidinium ylides. V. Reactions of some 4-phenylpyrimidinium monosubstituted-carbanion ylides with nitromethane, Application of 5-Nitro-2-phenylpyridine, the publication is Revue Roumaine de Chimie (1983), 28(6), 653-7, database is CAplus.

Ylides I (R = Ph, O₂NC₆H₄, BrC₆H₄, anisyl, OEt) were treated with MeNO₂ and base to yield a pyridine II. I (R = Ph) (obtained from 4-phenyl-1-phenacylpyrimidinium bromide and base) was treated with Na₂CO₃ to give II.

Revue Roumaine de Chimie 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, Application of 5-Nitro-2-phenylpyridine.

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

Suzuki, Shoko published the artcileAsymmetric fluorination of β-keto esters catalyzed by chiral rare earth perfluorinated organophosphates, COA of Formula: C6H5F4NO3S, the publication is Tetrahedron: Asymmetry (2006), 17(4), 504-507, database is CAplus.

Novel chiral rare earth metal complexes bearing perfluorinated binaphthyl phosphate ligand RE[(R)-F₈BNP]₃ (RE = rare earth; F₈BNP = 5,5′,6,6′,7,7′,8,8′-octafluoro-1,1′-binaphthyl-2,2′-diyl phosphate) have been synthesized and used as a catalyst for the asym. electrophilic fluorination reaction of β-keto esters. The target catalysts are tris[(11bR)-8,9,10,11,12,13,14,15-octafluoro-4-(hydroxy-κO)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin 4-(oxide-κO)]scandium, lanthanum, gadolinium, ytterbium, indium complexes. The use of Sc[(R)-F₈BNP]₃ catalyst in combination with 1-fluoropyridinium triflate (NFPY-OTf) as a fluorinating agent was found to give the desired α-fluoro-β-keto esters in high chem. yields and enantiomeric excesses (up to 88% ee) under mild conditions.

Tetrahedron: Asymmetry 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 C5H6BNO2, COA of Formula: C6H5F4NO3S.

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

Petiot, Pauline published the artcilePalladium-catalyzed cross-coupling reaction of functionalized aryl- and hetero-arylbismuthanes with 2-halo(or 2-triflyl)-azines and -diazines, Synthetic Route of 89076-64-2, the publication is European Journal of Organic Chemistry (2013), 2013(24), 5282-5289, database is CAplus.

The palladium-catalyzed cross-coupling of highly functionalized organobismuthanes with 2-halo(or 2-triflyl)pyridines, -pyrimidines, -pyrazines, and -pyridazines is reported. The reaction tolerates numerous functional groups, including aldehydes. The synthesis of a shelf-stable (formylphenyl)bismuth reagent and its use in a cross-coupling reaction is also described.

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