Category: 1991/2/1

McConnell, Danielle L. published the artcileSynthesis of Bench-Stable N-Quaternized Ketene N,O-Acetals and Preliminary Evaluation as Reagents in Organic Synthesis, Recommanded Product: Phenyl(pyridin-2-yl)methanone, the publication is Journal of Organic Chemistry (2021), 86(18), 13025-13040, database is CAplus and MEDLINE.

In this report, a general synthetic approach to a variety of bench-stable N-quaternized ketene N,O-acetals I (R = H, 2-Ph, 4-Me, 2,6-Cl₂, etc.; X = OTf, NTf₂) via treatment of pyridine II or aniline bases with acetylenic ethers R¹CC (R¹ = OEt, 4-methoxyphenyl) and an appropriate Bronsted or Lewis acid (triflic acid, triflimide, or scandium(III) triflate) have been described. The resulting pyridinium I and anilinium salts C₆H₅N⁺((CH₃)CH₂)C(=CH₂)R¹ X^– can be used as reagents or synthetic intermediates in multiple reaction types. For example, N-(1-ethoxyvinyl)pyridinium or anilinium salts can thermally release highly reactive O-Et ketenium ions for use in acid catalyst-free electrophilic aromatic substitutions. N-(1-ethoxyvinyl)-2-halopyridinium salts I (R = 2-Cl, 2-Br) can be employed in peptide couplings as a derivative of Mukaiyama reagent (2-chloro-1-methylpyridinium iodide) or react with phenylmethanamine in nucleophilic aromatic substitutions under mild conditions. These preliminary reactions illustrate the broad potential of these currently understudied compounds in organic synthesis.

Journal of Organic Chemistry 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

Reisenbauer, Julia C. published the artcileDevelopment of an Operationally Simple, Scalable, and HCN-Free Transfer Hydrocyanation Protocol Using an Air-Stable Nickel Precatalyst, Computed Properties of 91-02-1, the publication is Organic Process Research & Development (2022), 26(4), 1165-1173, database is CAplus.

Herein, HCN-free transfer hydrocyanation of alkenes and alkynes that employed com. available aliphatic nitriles R¹CC(CN)R¹ [R¹ = Ph, 2-MeC₆H₄, 4-PhC₆H₄, etc.; R² = H; R¹R² = (CH₂)₆] and alkenyl nitriles R¹C=C(CN)R¹ [R¹ = nPr, nBu, SiMe₃ R² = nPr, nBu, Ph] as sacrificial HCN donors in combination with a catalytic amount of air-stable and inexpensive NiCl₂ as a precatalyst and a cocatalytic Lewis acid was reported. The scalability and robustness of the catalytic process were demonstrated by the hydrocyanation of α-methylstyrene on a 100 mmol scale (11.4 g of product obtained) using 1 mol % of the Ni catalyst. In addition, the feasibility of the dehydrocyanation protocol using the air-stable Ni(II) precatalyst and norbornadiene as a sacrificial acceptor was showcased by the selective conversion of an aliphatic nitrile into the corresponding alkene.

Organic Process Research & Development 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, Computed Properties of 91-02-1.

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

Baus Topic, Nea published the artcileHalogen-Bonded Cocrystals of 1,3,5-Triiodo-2,4,6-trifluorobenzene and Structural Isomers of Benzoylpyridine, Computed Properties of 91-02-1, the publication is Crystal Growth & Design (2022), 22(6), 3981-3989, database is CAplus.

Six novel halogen-bonded cocrystals of 1,3,5-triiodo-2,4,6-trifluorobenzene with three structural isomers of benzoylpyridine have been synthesized mechanochem. and by crystallization from solution, five of which were structurally characterized. In four cocrystals, benzoylpyridine is a ditopic halogen-bond acceptor participating in halogen bonding with both pyridine nitrogen and carbonyl oxygen atoms, while in one cocrystal, only the I···N halogen bond has formed. In general, the I···N halogen bonds are shorter than I···O interactions, except in the cocrystals with 2-benzoylpyridine. The N and O halogen-bond acceptor sites were evaluated using calculated mol. electrostatic potentials (MEPs) and binding energies of both I···N and I···O halogen-bonded dimers in the gas phase.

Crystal Growth & Design 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, Computed Properties of 91-02-1.

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

Yamada, Masatoshi published the artcileHighly Enantioselective Direct Asymmetric Reductive Amination of 2-Acetyl-6-Substituted Pyridines, Synthetic Route of 91-02-1, the publication is Organic Letters (2021), 23(9), 3364-3367, database is CAplus and MEDLINE.

A highly direct asym. reductive amination of a variety of ketone substrates, including 2-acetyl-6-substituted pyridines, β-keto esters, β-keto amides, and 1-(6-methylpyridin-2-yl)propan-2-one, has been disclosed for the first time (94.6% to >99.9% ee). With ammonium trifluoroacetate as the nitrogen source, various chiral corresponding primary amines were prepared in excellent enantioselectivity and conversion in the presence of a com. available and inexpensive chiral catalyst, Ru(OAc)₂{(S)-binap}, under 0.8 MPa of hydrogen gas pressure.

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 C10H18BNO4, Synthetic Route of 91-02-1.

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

Cao, Dawei published the artcileLight-driven transition-metal-free direct decarbonylation of unstrained diaryl ketones via a dual C-C bond cleavage, Formula: C12H9NO, the publication is Nature Communications (2022), 13(1), 1805, database is CAplus and MEDLINE.

An efficient light-driven transition-metal-free strategy for decarbonylation of unstrained diaryl ketones R¹C(O)R² (R¹ = Ph, 2H-1,3-benzodioxol-5-yl, thiophen-2-yl, etc.; R² = Ph, 4-methoxyphenyl, pyridin-2-yl, etc.) to construct biaryl compounds R¹R² through dual inert C – C bonds cleavage was reported. This reaction featured mild reaction conditions, easy-to-handle reactants and reagents, and excellent functional groups tolerance. The mechanistic investigation and DFT calculation suggest that this strategy proceeds through the formation of dioxy radical intermediate via a single-electron-transfer (SET) process between photo-excited diaryl ketone and DBU mediated by DMSO, followed by removal of CO₂ to construct biaryl compounds

Nature Communications 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, Formula: C12H9NO.

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

Oliveira Araujo, Vinicius published the artcileLead(II) compounds with neutral coordination of semicarbazones: Synthesis and characterization, Related Products of pyridine-derivatives, the publication is Inorganica Chimica Acta (2022), 120785, database is CAplus.

2-Benzoylpyridine semicarbazide/4-phenylsemicarbazide derived ligands as hydrochloride salts, [H₂L]Cl and [H₂L^Ph]Cl·2H₂O, react with Pb²⁺ ions in aqueous and organic milieus. The compounds [Pb₂(HL)₂Cl₄]·2DMF (1a), [Pb₂(HL)₂Cl₄]·5H₂O (1b), [Pb₂(HL)₂Cl₂(NO₃)₂]·4H₂O (2), [Pb₂(HL)₂(SCN)₄] (3), [Pb₄(HL^Ph)₄Cl₈] (4), [Pb(HL^Ph)₂(NO₃)₂] (5) and [Pb(HL^Ph)₂(SCN)₂] (6) were obtained and characterized by powder x-ray diffraction and by IR and UV-visible spectroscopies. Compounds 1–5 were analyzed by single-crystal x-ray diffraction. Tetrel and hydrogen bonds dominate the solid-state arrangements. The aqueous synthetic approach makes the pre-ligands of this work promising for further studies in aqueous coordination chem. with p-block metal ions. [H₂L]Cl and [H₂L^Ph]Cl·2H₂O are suitable for coordination as neutral HL or HL^Ph species.

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, Related Products of pyridine-derivatives.

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