Category: 91-02-1

Zhao, Jing published the artcileA liquid chromatography-mass spectrometry workflow for in-depth quantitation of fatty acid double bond location isomers, COA of Formula: C12H9NO, the publication is Journal of Lipid Research (2021), 100110, database is CAplus and MEDLINE.

Tracing compositional changes of fatty acids (FAs) is frequently used as a means of monitoring metabolic alterations in perturbed biol. states. Given that more than half of FAs in the mammalian lipidome are unsaturated, quantitation of FAs at a carbon-carbon double bond (C=C) location level is necessary. The use of 2-acetylpiridine (2-acpy) as the charge-tagging PB reagent led to a limit of identification in the subnanomolar range for mono- and polyunsaturated as well as conjugated FAs. Conjugated free FAs of low abundance such as FA 18:2 (n-7, n-9) and FA 18:2 (n-6, n-8) were quantified at concentrations of 0.61 ± 0.05 and 0.05 ± 0.01 mg per 100 g in yak milk powder, resp. This workflow also enabled deep profiling of eight saturated and 37 unsaturated total FAs across a span of four orders of magnitude in concentration, including ten groups of C=C location isomers in pooled human plasma. A pilot survey on total FAs in plasma from patients with type 2 diabetes revealed that the relative compositions of FA 16:1 (n-10) and FA 18:1 (n-10) were significantly elevated compared with that of normal controls. In this work, we have developed a workflow for global quantitation of FAs, including C=C location isomers, via charge-tagging Paterno-Buchi (PB) derivatization and liquid chromatog.-tandem mass spectrometry (LC-MS/MS).

Journal of Lipid Research published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C21H24O8, COA of Formula: C12H9NO.

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

Zhang, Jin published the artcileSelective Oxidation of Alkylarenes to the Aromatic Ketones or Benzaldehydes with Water, Recommanded Product: Phenyl(pyridin-2-yl)methanone, the publication is Organic Letters (2022), 24(5), 1152-1157, database is CAplus and MEDLINE.

Here a palladium-catalyzed oxidation method for converting alkylarenes into the aromatic ketones or benzaldehydes ArC(O)R¹ [Ar = Ph, 4-MeC₆H₄, 4-HOC₆H₄, etc.; R¹ = H, Ph, 4-ClC₆H₄, etc.] with water as the only oxygen donor was reported. This C-H bond oxidation functionalization did not require other oxidants and hydrogen acceptors, and H₂ was the only byproduct. The oxygen atom introduced into the products was confirmed to be from water by the MS anal. on the product of the ¹⁸O-labeled water reaction.

Organic Letters published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C8H6ClF3, Recommanded Product: Phenyl(pyridin-2-yl)methanone.

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

Tedder, Mariah L. published the artcileMicrowave-assisted C-H oxidation of methylpyridylheteroarenes via a Kornblum-Type reaction, Recommanded Product: Phenyl(pyridin-2-yl)methanone, the publication is Tetrahedron (2022), 132805, database is CAplus.

Expansion of the operational capacity of soft-Lewis basic complexant scaffolds towards improved phys. properties for the chemoselective sequestration of minor actinides from the electronically similar lanthanides necessitates rapid access to synthons for efficient complexant construction for downstream employment in separations assays. Pursuant to the aforementioned, authors were interested in exploring the potential utility of advanced, unsym. heteroarene constructs for separations which required access to pyridyl carbaldehydes. Limited com. availability of synthetic precursors inspired effort to define a chemoselective, microwave assisted, Kornblum-type reaction via C-H functionalization. This efficient reaction sequence uses I₂ as a mild oxidant without acidic or basic additives, in concert with DMSO as the solvent and putative oxygen source to afford a diverse array of heteroaryl products devoid of competitive remote Me group oxidation, or degradation of the heteroaryl N atom. Method development, substrate scope, and a preliminary mechanistic hypothesis supported by D. Functional Theory are presented herein.

Tetrahedron published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C8H10BNO3, Recommanded Product: Phenyl(pyridin-2-yl)methanone.

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

Zhong, Shuai published the artcileVisible-light-induced 4CzIPN/LiBr system: a tireless electron shuttle to enable reductive deoxygenation of N-heteroaryl carbonyls, Recommanded Product: Phenyl(pyridin-2-yl)methanone, the publication is Organic Chemistry Frontiers (2021), 8(16), 4419-4425, database is CAplus.

A visible-light-induced photoredox system that enabled efficient reductive deoxygenation of N-heteroaryl ketones and alcs. under mild conditions was reported. The combinational use of 4CzIPN as photocatalyst and LiBr as additive in acidic media constituted a tireless electron shuttle to transfer electrons from benzaldehyde to N-heteroaryl carbonyls. Mechanistically, the reduction course involved two-round sequential cascade of proton-coupled electron transfer, spin-center shift and single-electron-transfer processes. The presented reductive deoxygenation protocol provides a mild route to pharmaceutically valuable alkyl and benzyl N-containing heteroarenes.

Organic Chemistry Frontiers published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C3H3Br2ClO, Recommanded Product: Phenyl(pyridin-2-yl)methanone.

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

Kumar Mudi, Prafullya published the artcileHead-to-Tail interlocking aromatic rings of a hydrazine functionalized Schiff base for the development of Nano-aggregates with blue emission: Structural and spectroscopic characteristics, Recommanded Product: Phenyl(pyridin-2-yl)methanone, the publication is Journal of Molecular Liquids (2021), 117193, database is CAplus.

We report the synthesis, physicochem. and morphol. characterization, supramol. interactions and aggregation-induced blue emission of a newly developed Schiff base, 1,2-bis(phenyl(pyridin-2-yl)methylene)hydrazine (P18). The compound was synthesized through a condensation reaction between hydrazine and 2-benzoylpyridine under reflux in ethanol. The photophys. behavior of the Schiff base was studied in both monomeric and aggregated forms. Interestingly, the mol. aggregate showed a significant blue shift with ∼ 20 fold higher fluorescence intensity with lifetime, 0.99 ns in the aqueous phase than that of monomeric form, attributed to the development of J-type aggregation. The crystal structure, C-H···π and π…π interactions, were enumerated to decipher the nature of aggregation. The Schiff base consisting of four aromatic rings (two pyridine and two Ph rings) displayed a short C-H···π and a long distant π···π interactions causing a head-to-tail type interlocking of aromatic rings. Energy framework anal. confirmed the predominance of dispersive forces (-192.4 kJ/mol) to the cluster of mols., thus playing a significant role in the restriction of intramol. motion of the aromatic rings of P18. A restrain on the rotational probability of = N-N = and Ar-C- bonds leads to an enhancement of an intense fluorescence property of nano-aggregate with blue light emission in solid state. The propagation of the rectangular-shaped monomeric probe in the nano-aggregate with an average hydrodynamic size of 270(±3) nm was established with field emission SEM, dynamic scattering light, and electron dispersive X-ray spectral anal.

Journal of Molecular Liquids published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C12H9NO, Recommanded Product: Phenyl(pyridin-2-yl)methanone.

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

Guo, Beibei published the artcileSelective α-Deuteration of Cinnamonitriles using D₂O as Deuterium Source, Quality Control of 91-02-1, the publication is Advanced Synthesis & Catalysis (2022), 364(1), 179-186, database is CAplus.

The selective α-deuteration of α,β-unsaturated nitriles using the strong base t-BuOK or a metal-ligand cooperative Ru pincer catalyst was described. With D₂O as deuterium source and glyme as solvent at 70°C, t-BuOK is an efficient catalyst for deuteration at the α-C(sp²) position of cinnamonitriles, providing access to a broad range of deuterated derivatives in good to excellent yields and with very high levels of deuterium incorporation. While the t-BuOK-catalyzed protocol does not tolerate base-sensitive functional groups, cinnamonitrile derivatives containing a benzylic bromide or ester moiety were deuterated in excellent yields using Milstein’s ruthenium PNN pincer catalyst. Moreover, the activity for H/D exchange of the metal-ligand cooperative Ru catalyst was found to be significantly higher than that of t-BuOK, allowing reactions to proceed well even at room temperature A mechanistic proposal is put forward that involves deprotonation of the cinnamonitrile α-CH position when using t-BuOK as catalyst, whereas H/D exchange catalysis with the Ru PNN pincer likely proceeds via (reversible) oxa-Michael addition of D₂O.

Advanced Synthesis & Catalysis published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C12H9NO, Quality Control of 91-02-1.

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

Kumar, Pardeep published the artcileAziridination of olefins mediated by a [Cu^I(L1)₂]⁺ complex via nitrene transfer reaction, COA of Formula: C12H9NO, the publication is Inorganica Chimica Acta (2022), 120858, database is CAplus.

Copper-catalyzed aziridination of alkenes is dominated in the literature compared to any other metal catalysts. This catalytic reaction is believed to be mediated by the elusive Cu-nitrene intermediate. However, anal. characterization of this intermediate is extremely scarce in the literature. In this article, we intend to shed the light on the electronic structure of the Cu-nitrene intermediate. The reaction of Cu(I) salt in the presence of the redox-active bidentate Schiff base ligand (C₂₁H₂₀N₂; L1) led us to isolate a monomeric copper(I) complex with the mol. formula of [Cu(L1)₂]ClO₄. 2C₆H₆ (1), which was structurally characterized. Complex 1 behaves as an excellent catalyst that promotes the nitrene group transfer to the variety of alkenes in the presence of (N-(p-tolylsulfonyl)imino)phenyliodinane (PhINTs). The intermediate generated from 1 by the addition of PhINTs shows an m/z peak at 832.3079 g/mol which corresponds to an M+ ion peak of the intermediate with the mol. formula of [(L1)₂Cu^II-NTs]⁺ (where Ts = Tosyl). Further, based on the detailed exptl. studies (in-situ UV-Vis measurement and X-band EPR measurements) we propose that the active catalyst that possesses the copper ion in its +2 oxidation state under our exptl. condition, whose electronic structure can be best described as [(L1)₂Cu^II-NTs]⁺ nitrene radicals. The optimized structure of the Cu-nitrene intermediate suggests that the triplet state was found to be the ground state. Besides, we propose a mechanism for this catalytic reaction.

Inorganica Chimica Acta published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C12H9NO, COA of Formula: C12H9NO.

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

Babak, Maria V. published the artcileInterfering with Metabolic Profile of Triple-Negative Breast Cancers Using Rationally Designed Metformin Prodrugs, Synthetic Route of 91-02-1, the publication is Angewandte Chemie, International Edition (2021), 60(24), 13405-13413, database is CAplus and MEDLINE.

Triple-neg. breast cancer (TNBC) is the most aggressive subtype of breast cancer, characterized by an aberrant metabolic phenotype with high metastatic capacity, resulting in poor patient prognoses and low survival rates. We designed a series of novel AuIII cyclometalated prodrugs of energy-disrupting Type II antidiabetic drugs namely, metformin and phenformin. Prodrug activation and release of the metformin ligand was achieved by tuning the cyclometalated AuIII fragment. The lead complex 3met was 6000-fold more cytotoxic compared to uncoordinated metformin and significantly reduced tumor burden in mice with aggressive breast cancers with lymphocytic infiltration into tumor tissues. These effects was ascribed to 3met interfering with energy production in TNBCs and inhibiting associated pro-survival responses to induce deadly metabolic catastrophe.

Angewandte Chemie, International Edition published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C12H9NO, Synthetic Route of 91-02-1.

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

Huang, Xiang published the artcileVisible-Light-Catalyzed in Situ Denitrogenative Sulfonylation of Sulfonylhydrazones, Recommanded Product: Phenyl(pyridin-2-yl)methanone, the publication is Organic Letters (2021), 23(17), 6784-6788, database is CAplus and MEDLINE.

A photocatalyzed in situ denitrogenative sulfonylation of N-arylsulfonyl hydrazones was developed to afford (arylsulfonylalkyl)arenes I [R¹ = Ph, 2-MeC₆H₄, 1-naphthyl, etc.; R² = H, Me, Ph; R³ = 4-MeC₆H₄, 4-BrC₆H₄, 2-naphthyl, etc.]. This transformation provided a low-carbon strategy to assemble arylalkyl sulfones in a stepwise denitrogenation/sulfonylation manner.

Organic Letters published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C12H9NO, Recommanded Product: Phenyl(pyridin-2-yl)methanone.

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

Kong, Xianqiang published the artcileA Practically Unified Electrochemical Strategy for Ni-Catalyzed Decarboxylative Cross-Coupling of Aryl Trimethylammonium Salts, COA of Formula: C12H9NO, the publication is Organic Letters (2022), 24(11), 2137-2142, database is CAplus and MEDLINE.

By merging electrocatalysis and nickel catalysis, a unified strategy was successfully applied for preparing aryl ketones ArC(O)Ph [Ar = Ph, 4-ClC₆H₄, 4-MeC₆H₄, etc.], amides ArC(O)NR¹R² [Ar = Ph, 4-ClC₆H₄, 4-MeC₆H₄, etc.; R¹ = R² = Me, Et; R¹R² = CH₂(CH₂)₂CH₂, CH₂CH₂OCH₂CH₂], esters ArC(O)OR [Ar = Ph, 2-MeC₆H₄, 4-FC₆H₄, etc.; R = Me, Et] or aldehydes ArCHO [Ar = Ph, 4-MeC₆H₄, 4-PhC₆H₄, etc.] via decarboxylative cross-coupling of four types of α-oxocarboxylic acids and their derivatives with aryl trimethylammonium salts under mild conditions.

Organic Letters published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C12H9NO, COA of Formula: C12H9NO.

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