Tag: M.W=150-200

Krasavin, Mikhail published the artcileDiscovery and SAR exploration of N-aryl-N-(3-aryl-1,2,4-oxadiazol-5-yl)amines as potential therapeutic agents for prostate cancer, Application of 2,3-Dimethoxybenzonitrile, the main research area is structure activity relationship N aryl oxadiazol amine derivative antiproliferative; prostate carcinoma.

A new chem. series of antiproliferative compounds was identified via high-throughput screening on DU-145 human prostate carcinoma cell line (hit compound potency – 5.7 μM). Exploration of the two peripheral diversity vectors of the hit mol. in a hit-targeted library and testing of the resulting compounds led to SAR generalizations and identification of the ‘best’ pharmacophoric moieties. The latter were merged in a single compound that exhibited a 200-fold better potency than the original hit compound Specific cancer cell cytotoxicity was confirmed for the most potent compounds

Chemistry Central Journal published new progress about Antiproliferative agents. 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Application of 2,3-Dimethoxybenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Li, Bryan published the artcileSyntheses of 4,5-Disubstituted Oxazoles via Regioselective C-4 Bromination, Recommanded Product: 4-(5-Oxazolyl)benzonitrile, the main research area is regioselective bromination oxazole derivative; Suzuki coupling bromooxazole phenylboronic acid; aryloxazole preparation; triethylamine removal iron palladium Suzuki coupling reaction.

A scaleable and highly regioselective C-4 bromination of 5-substituted oxazoles is described. The use of DMF as solvent played a critical role in significantly improving the C-4/C-2 bromination ratio. The resulting 4-bromooxazoles were shown to be good Suzuki-Miyaura coupling partners with arylboronic acids. Furthermore, a simple and convenient method that employs triethylamine efficiently purged residual levels of palladium and iron to less than 10 ppm.

Organic Process Research & Development published new progress about Bromination, regioselective. 87150-13-8 belongs to class nitriles-buliding-blocks, name is 4-(5-Oxazolyl)benzonitrile, and the molecular formula is C10H6N2O, Recommanded Product: 4-(5-Oxazolyl)benzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Al-Qaradawi, S. published the artcileFactors influencing the reaction-mode selectivity and regiochemistry of intermolecular photocycloaddition reactions of ethenes to polysubstituted benzenes, Product Details of C9H9NO2, the main research area is photocycloaddition ethene benzene derivative.

The photoreactions of 2,3-, 2,4-, 2,6-, 3,4-, and 3,5-dimethoxybenzonitriles and 2′- and 4′-methoxyacetophenones with cyclopentene and Et vinyl ether have been investigated. Meta photocycloaddition is the major process for the benzonitriles with cyclopentene, and regiochem. features reflect the influence of polar factors along the reaction pathway. The enol ether yields ortho cycloadducts exclusively from all the benzenoid derivatives The thermal ring opening of the primary photoadduct and the photolability of the cycloocta-1,3,5-triene isomer depend markedly on the position of the substituents.

Recueil des Travaux Chimiques des Pays-Bas published new progress about Photocycloaddition reaction. 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

Bulyszko, Ilona published the artcileEvaluation of the Synthetic Potential of an AHBA Knockout Mutant of the Rifamycin Producer Amycolatopsis mediterranei, HPLC of Formula: 199536-01-1, the main research area is Amycolatopsis AHBA knockout mutant mutasynthesis; antibiotics; azides; mutasynthesis; natural products; polyketide synthase.

Supplementing an AHBA(-) mutant strain of Amycolatopsis mediterranei, the rifamycin producer, with a series of benzoic acid derivatives yielded new tetraketides containing different Ph groups. These mutasynthetic studies revealed unique reductive properties of A. mediterranei towards nitro- and azidoarenes, leading to the corresponding anilines. In selected cases, the yields of mutaproducts (fermentation products isolated after feeding bacteria with chem. prepared analogs of natural building blocks) obtained are in a range (up to 118 mg L-1) that renders them useful as chiral building blocks for further synthetic endeavors. The configuration of the stereogenic centers at C6 and C7 was determined to be 6R,7S for one representative tetraketide. Importantly, processing beyond the tetraketide stage is not always blocked when the formation of the bicyclic naphthalene precursor cannot occur. This was proven by formation of a bromo undecaketide, an observation that has implications regarding the evolutionary development of rifamycin biosynthesis.

Chemistry – A European Journal published new progress about Amycolatopsis mediterranei. 199536-01-1 belongs to class nitriles-buliding-blocks, name is Methyl 3-amino-5-cyanobenzoate, and the molecular formula is C9H8N2O2, HPLC of Formula: 199536-01-1.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Mukku, Narasimharao published the artcileA Facile Microwave-Assisted Synthesis of Oxazoles and Diastereoselective Oxazolines Using Aryl-Aldehydes, p-Toluenesulfonylmethyl Isocyanide under Controlled Basic Conditions, Name: 4-(5-Oxazolyl)benzonitrile, the main research area is aldehyde toluenesulfonylmethyl isocyanide cycloaddition microwave; oxazole oxazoline preparation.

In this study, a highly efficient two-component [3+2] cycloaddition reaction of substituted aryl aldehydes with 4-toluenesulfonylmethyl isocyanide (TosMIC) in the presence of 2 equiv of potassium phosphate as a base to 5-substituted oxazoles were established in a isopropanol medium under microwave irradiation However, using 1 equiv of K3PO4 as a base resulted in the diastereoselective synthesis of 4,5-disubstituted oxazolines under identical reaction conditions. The foremost benefits of these protocols are the moderate-to-excellent yields with good functional group compatibility, simple exptl. procedure, inexpensive readily available starting materials, nonchromatog. purification, and high bond-forming efficiency. The synthetic manipulation reported herein represents a cleaner route to the sustainable preparation of 5-substituted oxazoles and diastereoselective 4,5-disubstituted oxazolines derivatives

ACS Omega published new progress about [3+2] Cycloaddition reaction. 87150-13-8 belongs to class nitriles-buliding-blocks, name is 4-(5-Oxazolyl)benzonitrile, and the molecular formula is C10H6N2O, Name: 4-(5-Oxazolyl)benzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Mennecke, Klaas published the artcileImmobilization of NHC-bearing palladium catalysts on polyvinylpyridine; applications in Suzuki-Miyaura and Hartwig-Buchwald reactions under batch and continuous-flow conditions, Application In Synthesis of 204078-32-0, the main research area is immobilization imidazolidene palladium polyvinylpyridine supported preparation catalyst Suzuki Miyaura; Hartwig Buchwald catalyst polyvinylpyridine supported imidazolidene palladium complex preparation.

The facile coordinative immobilization of Organ’s PEPPSI catalyst on a composite material composed of megaporous glass and polyvinylpyridine is described. The catalyst showed very good performance in Suzuki-Miyaura as well as Hartwig-Buchwald reactions of aryl chlorides under mild conditions and with low catalyst loadings. The modified PEPPSI catalyst was probed both under batch mode and continuous-flow applications. The flow setup was also utilized to shed light on the stability of the PEPPSI catalyst and the mobility of palladium.

Synthesis published new progress about Amination (Hartwig-Buchwald). 204078-32-0 belongs to class nitriles-buliding-blocks, name is 2-Morpholinobenzonitrile, and the molecular formula is C11H12N2O, Application In Synthesis of 204078-32-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Kim, Michelle B. published the artcileSynthesis of Antimicrobial Natural Products Targeting FtsZ: (+)-Totarol and Related Totarane Diterpenes, Computed Properties of 5653-62-3, the main research area is totarol total synthesis diastereoselective cyclization; totaradiol total synthesis diastereoselective cyclization; totarolone total synthesis diastereoselective cyclization.

An efficient, convergent synthesis of totarol (I) by a diastereoselective epoxide/alkene/arene bicyclization is described. The reported synthesis enables the preparation of related diterpenes totaradiol(II) and totarolone (III) as well as previously unavailable derivatives that exhibit comparable inhibition of the bacterial cell division protein FtsZ.

Organic Letters published new progress about Cyclization, stereoselective. 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

Li, Bryan published the artcileRegioselective C-4 bromination of oxazoles: 4-bromo-5-(thiophen-2-yl)oxazole, Quality Control of 87150-13-8, the main research area is regioselective bromination oxazole; Suzuki Miyaura coupling brominated oxazole.

A highly regioselective bromination at C-4 of 5-substituted oxazoles is described. The use of DMF as solvent and aging of the lithiated oxazole are critical to drive the equilibrium in favor of the acyclic isonitrile enolate, resulting in significantly improved C-4/C-2 regioselectivity. These 4-bromooxazoles were shown to be good Suzuki-Miyaura coupling partners with arylboronic acids.

Organic Syntheses published new progress about Bromination, regioselective. 87150-13-8 belongs to class nitriles-buliding-blocks, name is 4-(5-Oxazolyl)benzonitrile, and the molecular formula is C10H6N2O, Quality Control of 87150-13-8.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Norman, Derek P. G. published the artcileNucleophilic Aromatic Substitution Reactions of Novel 5-(2-Methoxyphenyl)tetrazole Derivatives with Organolithium Reagents, Formula: C9H9NO2, the main research area is nucleophilic aromatic substitution cumyl methoxyphenyltetrazole organolithium; methylphenylethyl methoxyphenyl tetrazole protection deprotection.

It was demonstrated that 5-aryltetrazoles protected by an N-cumyl group react with a variety of common organolithium reagents to give a facile nucleophilic aromatic substitution of either one or two nucleofugic methoxy groups situated ortho to the tetrazole ring. The employment of tetrazole protection during these reactions provides for milder and more versatile reaction conditions, as well as a generally more economical use of the organometallic reagent than was previously described for the substitution of 5-(2-fluorophenyl)-1H-tetrazole. It was also shown that the cumyl-protected tetrazole ring is generally stable under strongly basic reaction conditions, although it can be removed efficiently by hydrogenolysis or by treatment with boron trifluoride etherate in the presence of a carbocation scavenger. Thus, N-cumylation/decumylation may offer a potentially versatile new protection strategy for the tetrazole moiety.

Journal of Organic Chemistry published new progress about Nucleophilic substitution reaction. 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, Formula: C9H9NO2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhu, Sheng-Qing published the artcileDirect and Regioselective C-H Oxidative Difluoromethylation of Heteroarenes, Recommanded Product: 4-(5-Oxazolyl)benzonitrile, the main research area is difluoromethyl heterocycle preparation; heteroarene regioselective oxidative difluoromethylation.

The difluoromethyl group (CF2H) is of great interest in the area of medicinal chem. However, the investigation of mol. scaffolds containing this group has been hampered by the limitation of synthetic methods for the introduction of CF2H into heteroarenes. Herein we disclose a new strategy for the direct introduction of a difluoromethyl group into heteroarenes via the copper-mediated C-H oxidative difluoromethylation of heteroarenes with TMSCF2H. This mild and regioselective method enables the convenient synthesis of a range of difluoromethylated heteroarenes in high yields. The usage of 9,10-phenanthrenequinone (PQ) as an oxidant is critical to the success of this new difluoromethylation reaction.

Journal of the American Chemical Society published new progress about Fluoromethylation (oxidative). 87150-13-8 belongs to class nitriles-buliding-blocks, name is 4-(5-Oxazolyl)benzonitrile, and the molecular formula is C10H6N2O, Recommanded Product: 4-(5-Oxazolyl)benzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts