Month: October 2022

Wang, Fei; Chen, Ying; Ackermann, Lutz; Wang, Shun-Yi published the artcile< Efficient preparation of unsymmetrical alkyl-aryl tellurides via a nickel-catalyzed reductive coupling strategy>, Related Products of 6482-24-2, the main research area is alkylbromide diaryltellane nickel catalyst reductive tellurization; alkyltellanyl arene preparation.

Herein was described a selective cross-coupling between unactivated alkyl bromides and diaryl tellurides through reductive nickel catalysis, a process that efficiently led to unsym. alkyl-aryl tellurides. This strategy featured mild reaction conditions, excellent yields, easily available substrates, and a wide substrate scope.

Organic Chemistry Frontiers published new progress about Bromoalkanes Role: RCT (Reactant), RACT (Reactant or Reagent). 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, Related Products of 6482-24-2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Achar, Tapas Kumar; Zhang, Xinglong; Mondal, Rahul; Shanavas, M. S.; Maiti, Siddhartha; Maity, Sabyasachi; Pal, Nityananda; Paton, Robert S.; Maiti, Debabrata published the artcile< Palladium-Catalyzed Directed meta-Selective C-H Allylation of Arenes: Unactivated Internal Olefins as Allyl Surrogates>, Computed Properties of 52244-70-9, the main research area is pyrimidine styrenyl preparation diastereoselective regioselective DFT; arene olefin selective allylation palladium catalyst; C−H activation; allylic compounds; olefins; palladium; reaction mechanisms.

Palladium(II)-catalyzed meta-selective C-H allylation of arenes RC6H4(CH2)nXR1 [R = H, 3-Me, 3-Br, 4-F, etc.; R1 = 2-(pyrimidin-5-yl)phenoxy, 2-(pyridin-3-yl)phenoxy, 2-(8-nitroquinolin-3-yl)phenoxy, etc.; X = SO2, C(O), Si(i-Pr)2, CH2; n = 1-4] including 2-(pyrimidin-5-yl)phenyl (2S)-2-(6-methoxynaphthalen-2-yl)propanoate has been developed utilizing synthetically inert unactivated acyclic internal olefins R2CH2CH=CHCH2R3 [R2 = Me, Et, n-Pr, pentyl, etc.; R3 = Me, COOMe, [[(1S,2R,5S)-5-methyl-2-(propan-2-yl)cyclohexyl]oxy]carbonyl, etc.] as allylic surrogates. The strong σ-donating and π-accepting ability of pyrimidine-based directing group facilitates the olefin insertion by overcoming inertness of the typical unactivated internal olefins. Exclusive allyl over styrenyl products, e.g., (E)-I selectivity as well as E stereoselectivity were achieved with broad substrate scope, wide functional-group tolerance, and good to excellent yields. Late-stage functionalizations of pharmaceuticals were demonstrated. Exptl. and computational studies shed light on the mechanism and point to key steric control in the palladacycle, thus determining product selectivities.

Angewandte Chemie, International Edition published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Computed Properties of 52244-70-9.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Wellaway, Christopher R.; Amans, Dominique; Bamborough, Paul; Barnett, Heather; Bit, Rino A.; Brown, Jack A.; Carlson, Neil R.; Chung, Chun-wa; Cooper, Anthony W. J.; Craggs, Peter D.; Davis, Robert P.; Dean, Tony W.; Evans, John P.; Gordon, Laurie; Harada, Isobel L.; Hirst, David J.; Humphreys, Philip G.; Jones, Katherine L.; Lewis, Antonia J.; Lindon, Matthew J.; Lugo, Dave; Mahmood, Mahnoor; McCleary, Scott; Medeiros, Patricia; Mitchell, Darren J.; O’Sullivan, Michael; Le Gall, Armelle; Patel, Vipulkumar K.; Patten, Chris; Poole, Darren L.; Shah, Rishi R.; Smith, Jane E.; Stafford, Kayleigh A. J.; Thomas, Pamela J.; Vimal, Mythily; Wall, Ian D.; Watson, Robert J.; Wellaway, Natalie; Yao, Gang; Prinjha, Rab K. published the artcile< Discovery of a Bromodomain and Extraterminal Inhibitor with a Low Predicted Human Dose through Synergistic Use of Encoded Library Technology and Fragment Screening>, SDS of cas: 78531-29-0, the main research area is dimethylpyridone benzimidazole compound preparation BET protein inhibitor.

The bromodomain and extraterminal (BET) family of bromodomain-containing proteins are important regulators of the epigenome through their ability to recognize N-acetyl lysine (KAc) post-translational modifications on histone tails. These interactions have been implicated in various disease states and, consequently, disruption of BET-KAc binding has emerged as an attractive therapeutic strategy with a number of small mol. inhibitors now under investigation in the clinic. However, until the utility of these advanced candidates is fully assessed by these trials, there remains scope for the discovery of inhibitors from new chemotypes with alternative physicochem., pharmacokinetic, and pharmacodynamic profiles. Herein, we describe the discovery of a candidate-quality dimethylpyridone benzimidazole compound which originated from the hybridization of a dimethylphenol benzimidazole series, identified using encoded library technol., with an N-Me pyridone series identified through fragment screening. Optimization via structure- and property-based design led to I-BET469, which possesses favorable oral pharmacokinetic properties, displays activity in vivo, and is projected to have a low human efficacious dose.

Journal of Medicinal Chemistry published new progress about Bromodomain and extra-terminal domain-containing proteins Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 78531-29-0 belongs to class ethers-buliding-blocks, and the molecular formula is C5H13NO2, SDS of cas: 78531-29-0.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Huang, Chen; Feng, Jie; Ma, Rui; Fang, Shuaishuai; Lu, Tao; Tang, Weifang; Du, Ding; Gao, Jian published the artcile< Redox-Neutral Borylation of Aryl Sulfonium Salts via C-S Activation Enabled by Light>, Computed Properties of 190788-60-4, the main research area is aryl sulfonium salt preparation photochem redox neutral borylation pinacolatodiboron; arylboronate ester preparation; methyl aryl thioether methylation methyl triflate.

Reported here is a novel photoinduced strategy for the borylation of aryl sulfonium salts using bis(pinacolato)diboron as the B source. This method exploits redox-neutral aryl sulfoniums to gain access to aryl radicals via C-S bond activation upon photoexcitation under transition-metal-free conditions. Therefore, it grants access to diverse arylboronate esters with good performance from easily available aryl sulfoniums accompanied by mild conditions, operational simplicity, and easy scalability.

Organic Letters published new progress about Boranes Role: SPN (Synthetic Preparation), PREP (Preparation) (arylboronate esters). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Computed Properties of 190788-60-4.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Huang, Shuang; Hong, Xi; Cui, He-Zhen; Zhan, Bing; Li, Zhi-Ming; Hou, Xiu-Feng published the artcile< Bimetallic Bis-NHC-Ir(III) Complex Bearing 2-Arylbenzo[d]oxazolyl Ligand: Synthesis, Catalysis, and Bimetallic Effects>, Recommanded Product: 2-Methoxy-N-methylaniline, the main research area is potential energy surface iridacycle complex catalyzed methylation aniline DFT; bimetallic biscarbene iridium complex containing arylbenzooxazolyl ligand preparation catalyst; crystal structure bimetallic biscarbene iridium complex containing arylbenzooxazolyl ligand; mol structure bimetallic biscarbene iridium complex containing arylbenzooxazolyl ligand; isotope effect iridium carbene complex catalyzed methylation aniline.

Herein, an unprecedented bimetallic bis-NHC Cp*Ir complex 1 bearing 2-arylbenzo[d]oxazolyl and NHC ligands is reported. A significantly increase in activity was observed for N-methylation of amines and reduction of aldehydes with MeOH catalyzed by 1 compared to the monometallic analogs (2-11). Under the optimal conditions, it showed to be highly effective in N-methylation of nitroarenes with MeOH as both C1 and H2 source. Substrates, including aromatic amines, ketones and nitro compounds with various functional groups, can be well tolerated. Mechanistic studies and DFT calculation highlights the significance of bimetallic centers cooperativity.

Organometallics published new progress about Anilines Role: SPN (Synthetic Preparation), PREP (Preparation) (N-Me). 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Recommanded Product: 2-Methoxy-N-methylaniline.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Bowles, Mark R.; Eyles, Darryl W.; Hampson, Edith C. G. M.; Pond, Susan M. published the artcile< Quantitation of paraquat in biological samples by radioimmunoassay using a monoclonal antibody>, HPLC of Formula: 52244-70-9, the main research area is paraquat determination biol sample monoclonal antibody; RIA paraquat urine blood bronchoalveolar lavage.

The authors have developed a sensitive and specific RIA for the quant. determination of paraquat in plasma, urine, and bronchoalveolar lavage fluid using a monoclonal antibody. The synthesis of the iodinated paraquat tracer is novel and less complicated than a previously reported method. Regardless of the type of biol. sample analyzed, the sensitivity of the assay was 0.46 ng/mol in a 200-μL aliquot. The results correlated well with those of another assay performed in a sep. laboratory Paraquat concentrations were determined in plasma and in urine of a dog over several days after the i.v. administration of 7.48 mg paraquat cation/kg and in bronchoalveolar lavage fluid obtained 34 h after the 2-h infusion was discontinued. Concentrations of paraquat measured ranged from 14.1 to 0.03 μg/mL in plasma and 2034 to 0.36 μg/mL in urine. Concentrations of paraquat in plasma obtained at various times after the ingestion of paraquat by three patients ranged from 51.0 to 0.010 μg/mL.

Fundamental and Applied Toxicology published new progress about Alveolus. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, HPLC of Formula: 52244-70-9.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Sakai, Norio; Sasaki, Kazuki; Suzuki, Hiroki; Ogiwara, Yohei published the artcile< One-pot synthesis of α-halo β-amino acid derivatives via the difunctional coupling of ethyl α-diazoacetate with silyl halides and N,O-acetals or aromatic tertiary amines>, HPLC of Formula: 10541-78-3, the main research area is halo beta amino acid ester synthesis solvent effect; ethyl diazoacetate difunctionalization silyl halide acetal aromatic tertiary amine; three component coupling reaction iminium intermediate.

The difunctionalization of Et α-diazoacetate (EDA) using silyl halides as a nucleophile and N,O-acetals as an electrophile under metal-free conditions is described. This process undergoes a novel three-component coupling (3-CC) reaction using EDA, which leads to a one-pot preparation of α-halo β-amino acid esters. Also, this protocol could be adapted to accept an electrophile composed of aromatic tertiary amines. In both 3-CC reactions, the key reaction intermediate is an iminium intermediate that can be easily and effectively generated either from N, O-acetals or from aromatic tertiary amines.

Synthesis published new progress about Multicomponent reaction. 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, HPLC of Formula: 10541-78-3.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Zarate, Cayetana; Nakajima, Masaki; Martin, Ruben published the artcile< A Mild and Ligand-Free Ni-Catalyzed Silylation via C-OMe Cleavage>, Computed Properties of 52244-70-9, the main research area is ligand free nickel catalyzed silylation carbon methoxy cleavage; anisole derivative nickel catalyzed silylation.

Metal-catalyzed transformations that forge carbon-heteroatom bonds are of central importance in organic synthesis. Despite the formidable potential of aryl Me ethers as coupling partners, the scarcity of metal-catalyzed C-heteroatom bond formations via C-OMe cleavage is striking, with isolated precedents requiring specialized, yet expensive, ligands, high temperatures, and π-extended backbones. Authors report an unprecedented catalytic ipso-silylation of aryl Me ethers under mild conditions and without recourse to external ligands. The method is distinguished by its wide scope, which includes the use of benzyl Me ethers, vinyl Me ethers, and unbiased anisole derivatives, thus representing a significant step forward for designing new C-heteroatom bond formations via C-OMe scission. Applications of this transformation in orthogonal silylation techniques as well as in further derivatizations are also described. Preliminary mechanistic experiments suggest the intermediacy of Ni(0)-ate complexes, leaving some doubt that a canonical catalytic cycle consisting of an initial oxidative addition of the C-OMe bond to Ni(0) species comes into play.

Journal of the American Chemical Society published new progress about Bond cleavage (carbon-methoxy). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Computed Properties of 52244-70-9.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Zhang, Shaochun; Ibrahim, Jessica Juweriah; Yang, Yong published the artcile< A pincer ligand enabled ruthenium catalyzed highly selective N-monomethylation of nitroarenes with methanol as the C1 source>, Electric Literature of 10541-78-3, the main research area is aryl amine preparation; nitroarene alc selective monomethylation tandem.

A straightforward and highly selective N-monomethylation of nitro compounds RNO2 (R = 4-methylphenyl, quinolin-6-yl, 9-oxo-9H-fluoren-1-yl, etc.) with methanol as the C1 source was developed by employing [RuCl2(p-cymene)2]2 as the catalyst and an NNN pincer (amine-pyridine-imine, API) as the ligand. This protocol was found to be highly selective and effective in the N-monomethylation of a broad spectrum of nitroarenes including pharmaceutically relevant nitro compounds with good tolerance of a set of functional groups. The mechanistic studies revealed that the reaction proceeded via a borrowing-hydrogen pathway in a one-pot cascade manner and methanol serves as both a hydrogen source and a methylation agent.

Organic Chemistry Frontiers published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Electric Literature of 10541-78-3.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Resch, Verena; Lechner, Horst; Schrittwieser, Joerg H.; Wallner, Silvia; Gruber, Karl; Macheroux, Peter; Kroutil, Wolfgang published the artcile< Inverting the Regioselectivity of the Berberine Bridge Enzyme by Employing Customized Fluorine-Containing Substrates>, Name: 3-Methoxy-2-methylbenzaldehyde, the main research area is fluorine substrate preparation regiochem berberine bridge enzyme.

Fluorine is commonly applied in pharmaceuticals to block the degradation of bioactive compounds at a specific site of the mol. Blocking of the reaction center of the enzyme-catalyzed ring closure of 1,2,3,4-tetrahydrobenzylisoquinolines by a fluoro moiety allowed redirecting the berberine bridge enzyme (BBE)-catalyzed transformation of these compounds to give the formation of an alternative regioisomeric product, namely 11-hydroxy-functionalized tetrahydroprotoberberines instead of the commonly formed 9-hydroxy-functionalized products. Alternative strategies to change the regioselectivity of the enzyme, such as protein engineering, were not applicable in this special case due to missing substrate-enzyme interactions. Medium engineering, as another possible strategy, had clear influence on the regioselectivity of the reaction pathway, but did not lead to perfect selectivity. Thus, only substrate tuning by introducing a fluoro moiety at one potential reactive carbon center switched the reaction to the formation of exclusively one regioisomer with perfect enantioselectivity.

Chemistry – A European Journal published new progress about Enzyme functional sites, active. 56724-03-9 belongs to class ethers-buliding-blocks, and the molecular formula is C9H10O2, Name: 3-Methoxy-2-methylbenzaldehyde.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem