Uchida, Ko’s team published research in Tetrahedron in 2019-09-27 | CAS: 5653-62-3

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.

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

Yamamuro, Daisuke’s team published research in Bioorganic & Medicinal Chemistry Letters in 2015-01-15 | CAS: 87150-13-8

Bioorganic & Medicinal Chemistry Letters published new progress about Acute promyelocytic leukemia (human promyelocytic leukemia cell line). 87150-13-8 belongs to class nitriles-buliding-blocks, name is 4-(5-Oxazolyl)benzonitrile, and the molecular formula is C10H6N2O, Safety of 4-(5-Oxazolyl)benzonitrile.

Yamamuro, Daisuke published the artcileSynthesis and biological activity of 5-(4-methoxyphenyl)oxazole derivatives, Safety of 4-(5-Oxazolyl)benzonitrile, the main research area is oxazole thiazole imidazole preparation antibacterial antifungal anticancer agent; 5-(4�Methoxyphenyl)-oxazole; Caenorhabditis elegans; Hatch inhibition.

5-(4-Methoxyphenyl)oxazole (MPO), originally reported as a synthetic compound, was isolated from a fungal culture broth as an inhibitor of hatch and growth of Caenorhabditis elegans. Nineteen MPO derivatives were chem. synthesized, but showed no effect on C. elegans hatch and growth. These findings strongly suggested that the whole structure of MPO is essential for anti-C. elegans activity. The title compounds thus formed included 5-(4-methoxyphenyl)oxazole, 4-(5-oxazolyl)phenol, 4-(5-oxazolyl)benzoic acid Me ester, 4-[5-(4-methoxyphenyl)-2-oxazolyl]benzoic acid, 5-(4-methoxyphenyl)thiazole, 5-(4-methoxyphenyl)-1H-imidazole. The synthesis of the target compounds was achieved by a reaction of aldehydes with 1-[(isocyanatomethyl)sulfonyl]-4-methylbenzene (TosMIC).

Bioorganic & Medicinal Chemistry Letters published new progress about Acute promyelocytic leukemia (human promyelocytic leukemia cell line). 87150-13-8 belongs to class nitriles-buliding-blocks, name is 4-(5-Oxazolyl)benzonitrile, and the molecular formula is C10H6N2O, Safety of 4-(5-Oxazolyl)benzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Rousseaux, Sophie’s team published research in Journal of the American Chemical Society in 2010-08-11 | CAS: 170737-93-6

Journal of the American Chemical Society published new progress about Aromatic hydrocarbons Role: SPN (Synthetic Preparation), PREP (Preparation). 170737-93-6 belongs to class nitriles-buliding-blocks, name is 2-(2-Chloro-4-methoxyphenyl)acetonitrile, and the molecular formula is C9H8ClNO, Safety of 2-(2-Chloro-4-methoxyphenyl)acetonitrile.

Rousseaux, Sophie published the artcileIntramolecular Palladium-Catalyzed Alkane C-H Arylation from Aryl Chlorides, Safety of 2-(2-Chloro-4-methoxyphenyl)acetonitrile, the main research area is cyclobutarene indane indoline dihydrobenzofuran indanone preparation; alkane arylchloride intramol arylation palladium catalyst; DFT calculation computational study; arylation mechanism.

The first examples of efficient and general palladium-catalyzed intramol. C(sp3)-H arylation of (hetero)aryl chlorides, giving rise to a variety of valuable cyclobutarenes, indanes, indolines, dihydrobenzofurans, and indanones, are described. The use of aryl and heteroaryl chlorides significantly improves the scope of C(sp3)-H arylation by facilitating the preparation of reaction substrates. Careful optimization studies have shown that the palladium ligand and the base/solvent combination are crucial to obtaining the desired class of product in high yields. Overall, three sets of reaction conditions employing PtBu3, PCyp3, or PCy3 as the palladium ligand and K2CO3/DMF or Cs2CO3/pivalic acid/mesitylene as the base/solvent combination allowed five different classes of products to be accessed using this methodol. In total, more than 40 examples of C-H arylation have been performed successfully. When several types of C(sp3)-H bond were present in the substrate, the arylation was found to occur regioselectively at primary C-H bonds vs secondary or tertiary positions. In addition, in the presence of several primary C-H bonds, selectivity trends correlate with the size of the palladacyclic intermediate, with five-membered rings being favored over six- and seven-membered rings. Regio- and diastereoselectivity issues were studied computationally in the prototypal case of indane formation. DFT(B3PW91) calculations demonstrated that C-H activation is the rate-determining step and that the creation of a C-H agostic interaction, increasing the acidity of a geminal C-H bond, is a critical factor for the regiochem. control.

Journal of the American Chemical Society published new progress about Aromatic hydrocarbons Role: SPN (Synthetic Preparation), PREP (Preparation). 170737-93-6 belongs to class nitriles-buliding-blocks, name is 2-(2-Chloro-4-methoxyphenyl)acetonitrile, and the molecular formula is C9H8ClNO, Safety of 2-(2-Chloro-4-methoxyphenyl)acetonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Nandi, Ganesh C.’s team published research in Tetrahedron Letters in 2013-04-24 | CAS: 5653-62-3

Tetrahedron Letters published new progress about Aromatic nitriles Role: SPN (Synthetic Preparation), PREP (Preparation). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, HPLC of Formula: 5653-62-3.

Nandi, Ganesh C. published the artcileSchmidt reaction in ionic liquids: highly efficient and selective conversion of aromatic and heteroaromatic aldehydes to nitriles with [BMIM(SO3H)][OTf] as catalyst and [BMIM][PF6] as solvent, HPLC of Formula: 5653-62-3, the main research area is Schmidt reaction aromatic aldehyde ionic liquid catalyst solvent.

A mild and selective method is presented for the conversion of aromatic and heteroaromatic aldehydes to nitriles via the Schmidt reaction with TMSN3 by using [BMIM(SO3H)][OTf] as catalyst and [BMIM][PF6] as solvent. E.g., in the presence of this catalyst in [BMIM][PF6], reaction of 2-MeOC6H4CHO with TMSN3 gave 100% 2-MeOC6H4CN. The method offers high yields and simple product isolation, and avoids the use of liquid superacids or corrosive Lewis acids commonly employed for this transformation. It also offers some potential for recycling/reuse of the IL solvent.

Tetrahedron Letters published new progress about Aromatic nitriles Role: SPN (Synthetic Preparation), PREP (Preparation). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, HPLC of Formula: 5653-62-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Gevorgyan, Ashot’s team published research in Chemistry – A European Journal in 2020-05-11 | CAS: 5653-62-3

Chemistry – A European Journal published new progress about Aromatic carboxylic acids Role: SPN (Synthetic Preparation), PREP (Preparation). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Product Details of C9H9NO2.

Gevorgyan, Ashot published the artcileFormal C-H Carboxylation of Unactivated Arenes, Product Details of C9H9NO2, the main research area is carboxyl unactivated arene preparation green chem regioselective; unactivated arene carbon dioxide carboxylation copper catalyst; carbon dioxide aryl boronate carboxylation copper catalyst; C−H activation; carbon dioxide; carboxylation; green solvent; late-stage functionalization.

A formal C-H carboxylation of unactivated arenes e.g., I using CO2 in green solvents is described. The present strategy combines a sterically controlled Ir-catalyzed C-H borylation followed by a Cu-catalyzed carboxylation of the in situ generated organoboronates. The reaction is highly regioselective for the C-H carboxylation of unactivated arenes e.g., I (1,3-disubstituted and 1,2,3-trisubstituted benzenes, 1,2- or 1,4-sym. substituted benzenes, fluorinated benzenes and different heterocycles). The developed methodol. was applied to the late-stage C-H carboxylation of com. drugs and ligands.

Chemistry – A European Journal published new progress about Aromatic carboxylic acids Role: SPN (Synthetic Preparation), PREP (Preparation). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Product Details of C9H9NO2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Wollenweber, Eckhard’s team published research in Phytochemistry in 1988-04-11 | CAS: 5653-62-3

Phytochemistry published new progress about Flavonols Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Name: 2,3-Dimethoxybenzonitrile.

Wollenweber, Eckhard published the artcile8,2′-Dihydroxyflavone from Primula pulverulenta, Name: 2,3-Dimethoxybenzonitrile, the main research area is hydroxyflavone Primula.

A novel flavone, isolated from the farinose exudate of P. pulverulenta, was identified as 8,2′-dihydroxyflavone (I). This is the first naturally occurring flavone in which ring A is oxygenated only at C-8. The structure was deduced from spectral comparisons with the structurally related flavones 5,2′-, 3,2′-, and 2′,3′-dihydroxyflavone and confirmed by total synthesis. The spectral properties of other flavones oxygenation with a simple pattern are discussed in relation to 8,2′-dihydroxyflavone.

Phytochemistry published new progress about Flavonols Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Name: 2,3-Dimethoxybenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

More, Vijaykumar’s team published research in RSC Advances in 2012 | CAS: 1013112-48-5

RSC Advances published new progress about Active methylene compounds 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, Name: 2-Formyl-4,5-dimethoxybenzonitrile.

More, Vijaykumar published the artcileThe first organocatalytic asymmetric synthesis of 3-substituted isoindolinones, Name: 2-Formyl-4,5-dimethoxybenzonitrile, the main research area is quinine cinchonidine urea thiourea alkaloid catalyst isoindolinone preparation.

Herein the authors describe the first asym. organocatalytic synthesis of 3-substituted isoindolinone derivatives by a convenient aldol-cyclization-rearrangement tandem reaction of malonates with 2-cyanobenzaldehyde. Bifunctional thiourea-cinchona catalysts proved to be particularly effective, giving the title compounds in high yield and moderate-to-good enantiomeric excesses. Moreover an efficient process of reverse crystallization led to a further enrichment up to >99% ee. The synthesis of the target compounds was achieved using N-[3,5-bis(trifluoromethyl)phenyl]-N’-[(8α,9S)-6′-methoxycinchonan-9-yl]thiourea, N-[3,5-bis(trifluoromethyl)phenyl]-N’-[(8α,9S)-cinchonan-9-yl]thiourea, etc. as catalysts in comparison with N-[3,5-bis(trifluoromethyl)phenyl]-N’-[(1R,2R)-2-(dimethylamino)cyclohexyl]thiourea, N-[3,5-bis(trifluoromethyl)phenyl]-N’-[(1S,2S)-2-(dimethylamino)-1-phenylpropyl]thiourea, cupreidine, etc. The title compounds thus formed included (-)-2-(2,3-dihydro-3-oxo-1H-isoindol-1-yl)-1,3-propanedioic acid 1,3-di-Me ester (I).

RSC Advances published new progress about Active methylene compounds 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, Name: 2-Formyl-4,5-dimethoxybenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Odani, Riko’s team published research in Angewandte Chemie, International Edition in 2014 | CAS: 87150-13-8

Angewandte Chemie, International Edition published new progress about Heteroarylation (dehydrogenative). 87150-13-8 belongs to class nitriles-buliding-blocks, name is 4-(5-Oxazolyl)benzonitrile, and the molecular formula is C10H6N2O, Safety of 4-(5-Oxazolyl)benzonitrile.

Odani, Riko published the artcileCopper-Mediated C6-Selective Dehydrogenative Heteroarylation of 2-Pyridones with 1,3-Azoles, Safety of 4-(5-Oxazolyl)benzonitrile, the main research area is heteroarylpyridine preparation; pyridone azole heteroarylation copper; CH cleavage; arylation; copper; pyridones; synthetic methods.

A copper-mediated C6-selective dehydrogenative heteroarylation of 2-pyridones with 1,3-azoles has been developed. The reaction proceeded smoothly by two fold C-H cleavage even in the absence of noble-metal catalysts. The observed site selectivity was directed by a pyridyl substituent on the nitrogen atom of the pyridone ring. This directing group was readily removed after the coupling event, thus leading to 2-pyridone derivatives with a free N-H group. Moreover, in some cases, catalytic turnover of the Cu salt was also possible with the ideal terminal oxidant: mol. oxygen in air.

Angewandte Chemie, International Edition published new progress about Heteroarylation (dehydrogenative). 87150-13-8 belongs to class nitriles-buliding-blocks, name is 4-(5-Oxazolyl)benzonitrile, and the molecular formula is C10H6N2O, Safety of 4-(5-Oxazolyl)benzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Bao, Wen’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2018 | CAS: 1013112-48-5

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

Bao, Wen published the artcileCopper-catalyzed cyclization of 2-cyanobenzaldehydes and 2-isocyanoacetates: an efficient strategy for the synthesis of substituted 1-aminoisoquinolines, HPLC of Formula: 1013112-48-5, the main research area is cyanobenzaldehyde formylbenzonitrile cyclization isocyanoacetate copper catalyst; aminoisoquinoline isoquinolinamine preparation.

A Cu(acac)2-catalyzed cyclization reaction of 2-cyanobenzaldehydes with 2-isocyanoacetates was successfully developed providing an efficient strategy for the synthesis of substituted 1-aminoisoquinolines I (R1 = H, 6-Cl, 7-F, 8-MeO, etc.; R2 = CO2Et, CO2Me, CO2Bu-t). The reaction proceeded smoothly under mild conditions with high efficiency, and provides an alternative strategy for the synthesis of 1-aminoisoquinoline containing mols.

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Master, Hoshang E.’s team published research in Bioorganic & Medicinal Chemistry in 2005-08-15 | CAS: 5653-62-3

Bioorganic & Medicinal Chemistry published new progress about Structure-activity relationship (complement-inhibiting). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Recommanded Product: 2,3-Dimethoxybenzonitrile.

Master, Hoshang E. published the artcileDesign and synthesis of low molecular weight compounds with complement inhibition activity, Recommanded Product: 2,3-Dimethoxybenzonitrile, the main research area is tetrazole derivative preparation complement inhibitor; complement inhibitor phenylacrylic acid derivative preparation.

An attempt was made to synthesize a series of noncytotoxic low mol. weight compounds of varying substitutions and functionalities having pharmacophore activity like carbonyl compounds, carboxylic acid and bioisosteres like tetrazole and Ph acrylic acid. The in vitro assay of these analogs for the inhibition of complement activity revealed significant inhibitory activity for varying substituents and, particularly, for bioisosteres, i.e., tetrazole and Ph acrylic acid derivatives

Bioorganic & Medicinal Chemistry published new progress about Structure-activity relationship (complement-inhibiting). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Recommanded Product: 2,3-Dimethoxybenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts