Month: November 2022

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: Picolinonitrile, the main research area is ethoxyvinyl pyridinium salt preparation; acetylenic ether pyridine Bronsted Lewis acid substitution reaction.

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 Acetals, ketene Role: SPN (Synthetic Preparation), PREP (Preparation). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Recommanded Product: Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Uchida, Ko published the artcileTransformation of aromatic bromides into aromatic nitriles with n-BuLi, pivalonitrile and iodine under metal cyanide-free conditions, Synthetic Route of 100-70-9, the main research area is aromatic nitrile preparation.

Various aromatic nitriles ArCN [Ar = Ph, 4-BrC6H4, 5-ethyl-2-furyl, etc.] were obtained in good yields by the treatment of aryl bromides with n-butyllithium and then pivalonitrile, followed by the treatment with mol. iodine at 70 °C, without metal cyanides under transition-metal-free conditions. The present reaction proceeded through the radical β-elimination of imino-nitrogen-centered radicals formed from the reactions of imines and N-iodoimines under warming conditions.

Tetrahedron published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Synthetic Route of 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Uchida, Ko published the artcileTransformation of aromatic bromides into aromatic nitriles with n-BuLi, pivalonitrile and iodine under metal cyanide-free conditions, Computed Properties of 5653-62-3, the main research area is aromatic nitrile preparation.

Various aromatic nitriles ArCN [Ar = Ph, 4-BrC6H4, 5-ethyl-2-furyl, etc.] were obtained in good yields by the treatment of aryl bromides with n-butyllithium and then pivalonitrile, followed by the treatment with mol. iodine at 70 °C, without metal cyanides under transition-metal-free conditions. The present reaction proceeded through the radical β-elimination of imino-nitrogen-centered radicals formed from the reactions of imines and N-iodoimines under warming conditions.

Tetrahedron published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Computed Properties of 5653-62-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Hu, Jiaxing published the artcileTfOH-catalyzed synthesis of 3-aryl isoindolinones via a tandem reaction, Formula: C10H9NO3, the main research area is regioselective arylisoindolinone preparation tandem reaction electron rich arene formylbenzonitrile; metal free trifluoromethanesulfonic acid catalyzed carbon hydrogen functionalization.

A convenient metal-free method for the synthesis of 3-aryl isoindolinones via TfOH catalyzed aromatic C-H functionalization of electron-rich arenes with 2-formylbenzonitriles is developed. This process provided a new efficient strategy for the synthesis of isoindolinone derivatives in good to high yields and regioselectivities by forming two bonds.

Chemical Communications (Cambridge, United Kingdom) published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent). 1013112-48-5 belongs to class nitriles-buliding-blocks, name is 2-Formyl-4,5-dimethoxybenzonitrile, and the molecular formula is C10H9NO3, Formula: C10H9NO3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Chen, Huan published the artcileBurn Intensity Drives the Alteration of Phenolic Lignin to (Poly) Aromatic Hydrocarbons as Revealed by Pyrolysis Gas Chromatography-Mass Spectrometry (Py-GC/MS), Synthetic Route of 91-15-6, the main research area is phenolic lignin polyaromatic hydrocarbon PyGC MS; alkyl side chain; black carbon/nitrogen; forest fuel reduction; prescribed fire; wildfire.

High-intensity wildfires alter the chem. composition of organic matter, which is expected to be distinctly different from low-intensity prescribed fires. Herein, we used pyrolysis gas chromatog./mass spectrometry (Py-GC/MS), in conjunction with solid-state 13C NMR and Fourier transform IR (FT-IR) spectroscopy, to assess chem. alterations from three wildfires and a long-term frequent prescribed fire site. Our results showed that black ash formed under moderate intensity burns contained less aromatic (ArH), polyaromatic hydrocarbon (PAH), and nitrogen-containing compounds (Ntg) but more lignin (LgC) and phenol compounds (PhC), compared to white ash formed under high intensity burns. Both 13C NMR and FT-IR confirmed a higher relative percentage of carboxyl carbon in white ash, indicating the potential for higher water solubility and more mobile carbon, relative to black ash. Compared to wildfires, ash from low-intensity prescribed fire contained less ArH, PAH, and Ntg and more LgC and PhC. Controlled laboratory burning trials indicated that organic matter alteration was sensitive to the burn temperature, but not related to the fuel type (pine vs. fir) nor oxygen absence/presence at high burn temperatures This study concludes that higher burn temperatures resulted in higher (poly)aromatic carbon/nitrogen and lower lignin/phenol compounds

Environmental Science & Technology published new progress about Aromatic hydrocarbons Role: NUU (Other Use, Unclassified), USES (Uses). 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Synthetic Route of 91-15-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhong, Long-Jin published the artcileBenzylic C-H heteroarylation of N-(benzyloxy)phthalimides with cyanopyridines enabled by photoredox 1,2-hydrogen atom transfer, Safety of Picolinonitrile, the main research area is pyridinyl diarylmethanol preparation; benzyloxy phthalimide cyanopyridine benzylic heteroarylation iridium photoredox catalysis.

A visible light initiated α-C(sp3)-H arylation of N-(benzyloxy)phthalimides with cyanopyridines for the construction of highly valuable pyridinyl-containing diarylmethanols, including bioactive motif-based analogs, is reported. This method enables arylation of the C(sp3)-H bonds adjacent to an oxygen atom through alkoxy radical formation by O-N bond cleavage, 1,2-hydrogen atom transfer (HAT), arylation and C-CN bond cleavage cascades, and offers a means to exploit 1,2-HAT modes to incorporate functional groups for constructing functionalized alcs.

Chemical Communications (Cambridge, United Kingdom) published new progress about Aralkyl alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Safety of Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Rammal, Fatima published the artcilePhotochemical C-H Silylation and Hydroxymethylation of Pyridines and Related Structures: Synthetic Scope and Mechanisms, Computed Properties of 100-70-9, the main research area is silyl hydroxymethyl pyridine preparation; methoxy pyridinium methylsulfate tert butyldimethylsilane silylation photochem.

Described herein is an efficient approach for C-H silylation and hydroxymethylation of pyridines and related heterocycles by the combination of silanes or methanol with readily available N-methoxypyridinium ions with a low catalyst loading (2 mol %) under blue light irradiation The synthetic importance of the developed reactions is demonstrated by the synthesis of biol. relevant compounds ESR spectroscopy, quantum yield measurements, and d.-functional theory calculations allowed to understand reaction mechanisms of both photocatalytic reactions.

ACS Catalysis published new progress about Aralkyl alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Computed Properties of 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Tavakoli, Ghazal published the artcileThe reductive deaminative conversion of nitriles to alcohols using para-formaldehyde in aqueous solution, COA of Formula: C8H4N2, the main research area is benzylic alkyl primary alc chemoselective preparation; ruthenium catalyst chemoselective reduction nitrile paraformaldehyde water; mechanism reductive deamination nitrile paraformaldehyde water ruthenium catalyst.

In the presence of [Ru(p-cymene)Cl2]2, paraformaldehyde in H2O/toluene acted as a reductant for the chemoselective reductive deamination of alkyl and aryl nitriles to yield alkyl or benzylic primary alcs. The mechanism of the reaction is studied using the characterization of reaction intermediates by mass spectrometry; dimeric ruthenium complexes are necessary to generate reduced ruthenium complexes from paraformaldehyde, while nitrile coordination generates monomeric complexes of ruthenium which reduce the nitriles to alcs.

Catalysis Science & Technology published new progress about Aralkyl alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, COA of Formula: C8H4N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Tavakoli, Ghazal published the artcileThe reductive deaminative conversion of nitriles to alcohols using para-formaldehyde in aqueous solution, Related Products of nitriles-buliding-blocks, the main research area is benzylic alkyl primary alc chemoselective preparation; ruthenium catalyst chemoselective reduction nitrile paraformaldehyde water; mechanism reductive deamination nitrile paraformaldehyde water ruthenium catalyst.

In the presence of [Ru(p-cymene)Cl2]2, paraformaldehyde in H2O/toluene acted as a reductant for the chemoselective reductive deamination of alkyl and aryl nitriles to yield alkyl or benzylic primary alcs. The mechanism of the reaction is studied using the characterization of reaction intermediates by mass spectrometry; dimeric ruthenium complexes are necessary to generate reduced ruthenium complexes from paraformaldehyde, while nitrile coordination generates monomeric complexes of ruthenium which reduce the nitriles to alcs.

Catalysis Science & Technology published new progress about Aralkyl alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Related Products of nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Fathalla, Walid published the artcileNovel domino synthesis of 2-(2,3,4-substituted phenyl)quinazolin-4-amine, Recommanded Product: 2-Aminobenzonitrile(Flakes or Chunks), the main research area is phenyl quinazolin amine preparation; cyanophenyl benzimidoyl isothiocyanate isopropyl amine tandem reaction.

Convenient domino protocol was developed for the synthesis of 2-arylquinazolin-4-amines by the reaction of N-(2-cyanophenyl) substituted benzimidoyl isothiocyanates with iso-Pr amine. The major advantages of this protocol are short reaction times, mild conditions, simple work up, high yields, and pure products. The efficacy of this protocol owes to the competence of synthesis, pure isolation of imidoyl isothiocyanates, and the unique structure conformation of the corresponding intermediate thiourea derivatives

Journal of Heterocyclic Chemistry published new progress about Amines Role: RCT (Reactant), RGT (Reagent), RACT (Reactant or Reagent). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Recommanded Product: 2-Aminobenzonitrile(Flakes or Chunks).

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts