Category: 100-70-9

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

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

Lansbergen, Beatrice published the artcileUnexpected rearrangements and a novel synthesis of 1,1-dichloro-1-alkenones from 1,1,1-trifluoroalkanones with aluminium trichloride, Related Products of nitriles-buliding-blocks, the main research area is dichloroalkenone preparation rearrangement; trifluoroalkanone aluminum trichloride; Friedel–Crafts alkylation; aluminium trichloride; dichloroalkenes; rearrangement; trifluoroalkanes.

A novel reactivity of 1,1,1-trifluoroalkanones is reported, where the reaction with AlCl3 results in the formation of 1,1-dichloro-1-alkenones I (Ar = Ph, 3-MeOC6H4, 2-pyridyl, etc.; n = 0, 1, 2). The reaction scope was found to be broad, with various chain lengths and aryl substituents tolerated. For substrates containing an electron-rich aromatic ring, further reactions take place, resulting in bicyclic and/or rearrangement products.

Beilstein Journal of Organic Chemistry published new progress about Bicyclic compounds Role: SPN (Synthetic Preparation), PREP (Preparation). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Related Products of nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Meng, Hong published the artcileIron and Phenol Co-Catalysis for Rapid Synthesis of Nitriles under Mild Conditions, Category: nitriles-buliding-blocks, the main research area is nitrile preparation; aldehyde oxime ester oxidation iron phenol catalyst.

A mild, scalable, high yielding, and rapid route to access diverse nitriles from aldehyde oxime esters enabled by iron(III) and phenol co-catalysis has been developed. The reaction was performed at room temperature to give nitriles in excellent yield within minutes. Mechanistic studies show that the reaction may proceed through a radical process in which benzoyl aldehyde oxime is not only a substrate, but also an ancillary ligand to support iron salt in the promotion of the transformation.

European Journal of Organic Chemistry published new progress about Esters Role: RCT (Reactant), RACT (Reactant or Reagent) (aldehyde oxime). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhan, Wei published the artcileContinuous-flow synthesis of nitriles from aldehydes via Schmidt reaction, Computed Properties of 100-70-9, the main research area is nitrile preparation continuous flow; aldehyde trimethylsilyl azide Schmidt reaction.

A continuous-flow synthesis of nitriles by Schmidt reaction has been developed. Using this procedure, a variety of aldehydes could be smoothly transformed into the desired nitriles in good to excellent yields. The mild reaction conditions and the flowing reaction system greatly improved the safety and made the reaction easy to scale up.

Chinese Chemical Letters published new progress about Aromatic nitriles 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

Shee, Maniklal published the artcileOrganophotoredox assisted cyanation of bromoarenes via silyl-radical-mediated bromine abstraction, Formula: C6H4N2, the main research area is organophotoredox catalyzed cyanation bromoarene silyl radical bromine abstraction.

The insertion of a nitrile (-CN) group into arenes through the direct functionalization of the C(sp2)-Br bond is a challenging reaction. Herein, we report an organophotoredox method for the cyanation of aryl bromides using the organic photoredox catalyst 4CzIPN (1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene) and tosyl cyanide (TsCN) as the nitrile source. A photogenerated silyl radical, via a single electron transfer (SET) mechanism, was employed to abstract bromine from aryl bromide to provide an aryl radical, which was concomitantly intercepted by TsCN to afford the aromatic nitrile. A range of substrates containing electron-donating and -withdrawing groups was demonstrated to undergo cyanation at room temperature in good yields. Thus, e.g., Me 4-bromobenzoate �Me 4-cyanobenzoate (71%) employing 4CzIPN, TsCN, (TMS)3SiOH as silyl radical source, K3PO4 as base, acetone as solvent and irradiation from blue LED.

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Sai Kumar, Gobbilla published the artcileHydroboration of nitriles, esters, and amides catalyzed by simple neosilyllithium, Name: Picolinonitrile, the main research area is hydroboration nitrile ester amide preparation aralkyl amine alc; lithium organometallic catalyst hydroboration reduction nitrile ester amide; crystal mol optimized structure picolyl diborylamine.

We present here an efficient method for the hydroboration of organic nitriles, carboxylic esters, and carboxamides with pinacolborane (HBpin) using an alkali metal catalyst, neosilyllithium (LiCH2SiMe3), in neat reaction conditions. The reactions were accomplished with efficient catalytic reactivity and demonstrated by neosilyllithium at room temperature, in solvent-free condition, to afford a high yield of the corresponding N-boryl amines, boryl ethers, and amine hydrochlorides. The protocol for the catalytic reaction presented in this paper is simple and efficient, with diverse substrate scope for nitriles, carboxylic esters, and carboxamides showing excellent functional group tolerance. DLPNO-CCSD(T) calculations were also performed, showing that the hydroboration of nitriles catalyzed by neosilyllithium occurs through the pre-coordination of the nitrile at Lewis acid lithium followed by hydride migration from the B-H entity.

Polyhedron published new progress about Alkali metal compounds Role: CAT (Catalyst Use), USES (Uses) (organometallic). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Name: Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Palmeri, M. published the artcileDominant lactic acid bacteria in naturally fermented milks from Messinese goat’s breed, Synthetic Route of 100-70-9, the main research area is lactic acid bacteria fermented milk Messinese goat breed.

Background: Lactic Acid Bacteria (LAB) are an important group of microorganisms responsible for the fermentation dairy products. This study was done to identify the dominant lactic acid bacteria in naturally fermented milks from Messinese goat’s breed. Methods: Eighteen individual raw milk samples collected from Messinese goat’s breed were acidified at pH 5.20 and left to spontaneously ferment at 37°C for 4 days. All samples were analyzed for rod- and coccus-shaped LAB. Also, all presumptive LAB were isolated and differentiated according to their phenotypic properties and genetic polymorphisms and then identified by sequencing the 16S rRNA gene. Data were statistically analyzed using SAS 9.2 software. Results: Levels of coccus- and rod-shaped LAB were in the range of 1.78-7.10 log and 1.00-7.09 log colony forming unit/mL, resp. The microbiol. counts on the two different growth media were significantly (p<0.05) different among the samples. Among 12 identified strains, the most numerous one was Enterococcus hirae (n = 4), followed by E. faecium (n = 3), while the other species (E. durans, E. faecalis, E. lactis, Lactococcus lactis, and Leuconostoc lactis) included one strain each. Conclusion: The major group identified in this study was mainly represented by members of Enterococcus genus. Although Enterococcus spp. are related to the typicality of some traditional fermented dairy products, this study highlights the need for risk assessment of pathogenic enterococci species for the consumers. Journal of Food Quality and Hazards Control published new progress about 16S rRNA Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 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

Vorobyev, P. B. published the artcileRole of theory acids and bases in the forming concepts of the mechanism catalytic oxidation and oxidative ammonolysis, Application of Picolinonitrile, the main research area is methyl pyridine catalytic oxidation oxidative ammonolysis.

Exptl. data of oxidation and oxidative ammonolysis the isomeric methylpyridines in the presence of vanadium oxide catalysts, it was found that the reactivity of substrates increases in the following sequence: 3-methylpyridine < 2-methylpyridine < 4-methylpyridine. The obtained exptl. results of relative reactivity of initial compounds were interpreted by the theory of acids and bases. It was shown that among the isomeric methylpyridines, increase of basicity which influence to adsorpting ability in the same order as the basicity and the CH-acidity of substrates calculated using non-empirical quantumchem. methods. Khimicheskii Zhurnal Kazakhstana published new progress about Acids Role: FMU (Formation, Unclassified), FORM (Formation, Nonpreparative). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Application of Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Mikshiev, Vladimir Y. published the artcileperi-Interactions in 1,8-bis(dimethylamino)naphthalene ortho-ketimine cations facilitate [1,5]-hydride shift: selective synthesis of 1,2,3,4-tetrahydrobenzo[h]quinazolines, Recommanded Product: Picolinonitrile, the main research area is selective tetrahydrobenzoquinazoline preparation density functional theory; bis dimethylamino naphthalene ketimine heterocyclization.

Selective heterocyclization leading to 1,2,3,4-tetrahydrobenzo[h]quinazolines I (R1 = H, Br; R2 = Ph, n-Bu, furan-2-yl, etc.) from ortho-ketimines of 1,8-bis(dimethylamino)naphthalene (DmanIms) II under acid catalysis has been revealed. In contrast to the rather unreactive N,N-dimethylaniline ortho-ketimine II, DmanIms readily undergo this transformation without an addnl. catalyst. This distinction in the reactivity underscores the importance of the second peri-NMe2 group in DmanIms, which facilitates a [1,5]-hydride shift and the subsequent cyclization. The cascade of peri-interactions emerging between 1-NMe2 and 8-NMe2 groups has been identified as a reason for the catalytic effect: (1) the hydrogen bond in the DmanIm dication constrains 1-NMe2 in the desired position providing proximity of reaction centers, (2) the repulsion of the lone pairs of 8-NMe2 group and unrelaxed 1-NMe2 group arising right after deprotonation process reduces the Gibbs free energy of activation (ΔG) for the straight hydride shift, and (3) the electrostatic interaction between 8-NMe2 and the charged N=CH2+ group in the intermediate increases the ΔG for the reverse hydride shift.

Organic & Biomolecular Chemistry published new progress about Density functional theory, B3LYP. 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