Tag: 100-200

《Efficient and chemoselective hydroboration of organic nitriles promoted by TiIV catalyst supported by unsymmetrical acenaphthenequinonediimine ligand》 was written by Banerjee, Indrani; Anga, Srinivas; Bano, Kulsum; Panda, Tarun K.. Safety of 4-FluorobenzonitrileThis research focused ontitanium acenaphthenequinonediimine complex catalyst chemoselective hydroboration organic nitrile; crystal structure mol titanium acenaphthenequinonediimine complex preparation. The article conveys some information:

We report the synthesis, characterization, and utilization of a titanium (IV) complex [(η5-C5H5){L}TiCl2] (1) supported by a monoanionic ligand (L), N-(2, 6-diisopropyl)acenaphthenequinonediimido, as a mol. pre-catalyst for the hydroboration of nitriles. The unsym. N-silylated N-(2, 6-diisopropyl)-N-(trimethylsilyl)-acenaphthenequinonediimine ligand (LSiMe3) was obtained upon the completion of a one-pot reaction between N-(2, 6-diisopropyl)iminoacenaphthenone and lithium hexamethyldisilazide in the presence of trimethylsilyl chloride in 1:1:1 M ratio at 90 °C. The reaction of LSiMe3 with (η5-(C5H5)TiCl3) in equal proportion (1:1) at 60 °C afforded the titanium complex [(η5-C5H5){L}TiCl2] (1) in good yield. The mol. structures of the N-silyl ligand (LSiMe3) and Ti(IV) complex 1 were established by single-crystal X-ray anal. Complex 1 was tested as a pre-catalyst for hydroboration of nitriles with pinacolborane (HBpin) and catecholborane (HBcat) to afford diboryl amines at ambient temperature Titanium complex 1 exhibited high conversion, superior selectivity, and broad functional group tolerance during hydroboration of nitriles with both HBpin and HBcat under mild conditions. In the part of experimental materials, we found many familiar compounds, such as 4-Fluorobenzonitrile(cas: 1194-02-1Safety of 4-Fluorobenzonitrile)

4-Fluorobenzonitrile(cas: 1194-02-1) is used as chemical intermediate, solvent for perfumes and pharmaceuticals, stabilizer for chlorinated solvents, HPLC analysis, catalyst and component of transition-metal complex catalysts.Safety of 4-Fluorobenzonitrile

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Application In Synthesis of 2-BromobenzonitrileIn 2019 ,《Tin-Catalyzed Synthesis of 5-Substituted 1H-Tetrazoles from Nitriles: Homogeneous and Heterogeneous Procedures》 was published in Advanced Synthesis & Catalysis. The article was written by Chretien, Jean-Mathieu; Kerric, Gaelle; Zammattio, Francoise; Galland, Nicolas; Paris, Michael; Quintard, Jean-Paul; Le Grognec, Erwan. The article contains the following contents:

5-Substituted 1H-tetrazoles were prepared by cycloadditions of nitriles with Me3SiN3 in the presence of Bu3SnOMe or Bu3SnOEt in DMF or di-Bu ether. The mechanism of the cycloaddition was studied; the kinetics and the effect of substituents on the relative rates of aryl nitrile cycloadditions, the structures of transition states for cycloaddition and their free energies using DFT calculations, and the structures of stannylated and silylated intermediates in the cycloadditions were determined Polystyrene-bound tin alkoxides were prepared and used as catalysts for the cycloaddition of aryl nitriles with Me3SiN3 to give tetrazoles; the products were formed with < 10 ppm tin residues in six of nine cases (with tin residues not determined for the remaining three cases). The results came from multiple reactions, including the reaction of 2-Bromobenzonitrile(cas: 2042-37-7Application In Synthesis of 2-Bromobenzonitrile)

2-Bromobenzonitrile(cas: 2042-37-7) belongs to a group of ortho-substituted bromobenzenes that have varying hepatotoxicity effects in the presence of rat liver microsomes in vitro. 2-Bromobenzonitrile is also used as a starting material to synthesize novel benzothiophene derivatives that were found to exhibit antibacterial and antifungal activity.Application In Synthesis of 2-Bromobenzonitrile

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Reference of 4-Cyanobenzyl bromideIn 2020 ,《Design, synthesis and biological evaluation of tetrahydroquinoline-based reversible LSD1 inhibitors》 was published in European Journal of Medicinal Chemistry. The article was written by Wang, Xinran; Zhang, Cai; Zhang, Xiangyu; Yan, Jiangkun; Wang, Jiming; Jiang, Qinwen; Zhao, Liyu; Zhao, Dongmei; Cheng, Maosheng. The article contains the following contents:

The targeted regulation of LSD1, which is highly expressed in a variety of tumor cells, is a promising cancer therapy strategy. Several LSD1 inhibitors are currently under clin. evaluation, and most of these inhibitors are irreversible. Here, the design, synthesis and biochem. evaluation of novel tetrahydroquinoline-based reversible LSD1 inhibitors has been reported. Compounds (I) and (II), which are selective to LSD1 over MAO-A/B, exhibit excellent LSD1 inhibition at the mol. levels with IC50= 55 nM and 540 nM, resp. The classic Lineweaver-Burk plots revealed that compound I could reversibly bind the LSD1 enzyme in a noncompetitive manner. Mol. docking was used to reveal the potential binding-mode of the compounds and interpret the structure-activity relationships. Furthermore, compounds I and II significantly inhibited proliferation (IC50= 1.13μM and 1.15μM, resp.) and induced apoptosis in MGC-803 cells with high expression of LSD1. Compound IIshowed acceptable liver microsomal stability. Meanwhile, II did not appear to inhibit CYPs at 10μM in vitro. Remarkably, the oral administration of compound II can inhibit the growth of MGC-803 xenograft tumors without significant side effects. Author findings suggest that tetrahydroquinoline-based LSD1 inhibitors deserve further investigation for the treatment of LSD1 overexpressing cancer. The experimental part of the paper was very detailed, including the reaction process of 4-Cyanobenzyl bromide(cas: 17201-43-3Reference of 4-Cyanobenzyl bromide)

4-Cyanobenzyl bromide(cas: 17201-43-3) can reacts with 2H-tetrazole in the presence of KOH to yield 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile. And it may be used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile.Reference of 4-Cyanobenzyl bromide

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Recommanded Product: 31938-07-5In 2016 ,《Non-Acidic Free Fatty Acid Receptor 4 Agonists with Antidiabetic Activity》 was published in Journal of Medicinal Chemistry. The article was written by Azevedo, Carlos M. G.; Watterson, Kenneth R.; Wargent, Ed T.; Hansen, Steffen V. F.; Hudson, Brian D.; Kepczynska, Malgorzata A.; Dunlop, Julia; Shimpukade, Bharat; Christiansen, Elisabeth; Milligan, Graeme; Stocker, Claire J.; Ulven, Trond. The article contains the following contents:

The free fatty acid receptor 4 (FFA4 or GPR120) has appeared as an interesting potential target for the treatment of metabolic disorders. At present, most FFA4 ligands are carboxylic acids that are assumed to mimic the endogenous long-chain fatty acid agonists. Here, the authors report preliminary structure-activity relationship studies of a previously disclosed non-acidic sulfonamide FFA4 agonist. Mutagenesis studies indicate that the compounds are orthosteric agonists despite the absence of a carboxylate function. The preferred compounds showed full agonist activity on FFA4 and complete selectivity over FFA1, although a significant fraction of these non-carboxylic acids also showed partial antagonistic activity on FFA1. Studies in normal and diet-induced obese (DIO) mice with the preferred compound 34 (2-(3-fluoro-5-(pyridin-2-yloxy)phenyl)-2,3-dihydrobenzo[d]isothiazole-1,1-dioxide) showed improved glucose tolerance after oral dosing in an oral glucose tolerance test. Chronic dosing of 34 in DIO mice resulted in significantly increased insulin sensitivity and a moderate but significant reduction in bodyweight, effects that were also present in mice lacking FFA1 but absent in mice lacking FFA4. The results came from multiple reactions, including the reaction of 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Recommanded Product: 31938-07-5)

2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5) has been used in the synthesis of a series of aminoethylbiphenyls, novel 5-HT7 receptor ligands or 2-(1-cyano-1-(3-bromophenyl))methylidene-3-phenylthiazolidine-4,5-dione.Recommanded Product: 31938-07-5

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Synthetic Route of C8H6BrNIn 2016 ,《Rhodium-Catalyzed Enantioselective Silylation of Cyclopropyl C-H Bonds》 was published in Angewandte Chemie, International Edition. The article was written by Lee, Taegyo; Hartwig, John F.. The article contains the following contents:

Hydrosilyl ethers, generated in situ by the dehydrogenative silylation of cyclopropylmethanols with diethylsilane, undergo asym., intramol. silylation of cyclopropyl C-H bonds in high yields and with high enantiomeric excesses in the presence of a Rh catalyst derived from a Rh precursor and the bisphosphine (S)-DTBM-SEGPHOS. The resulting enantioenriched oxasilolanes are suitable substrates for the Tamao-Fleming oxidation to form cyclopropanols with conservation of the ee value from the C-H silylation. Preliminary mechanistic data suggest that C-H cleavage probably is the turnover-limiting and enantioselectivity-determining step. The experimental process involved the reaction of 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Synthetic Route of C8H6BrN)

2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5) has been used in the synthesis of a series of aminoethylbiphenyls, novel 5-HT7 receptor ligands or 2-(1-cyano-1-(3-bromophenyl))methylidene-3-phenylthiazolidine-4,5-dione.Synthetic Route of C8H6BrN

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Recommanded Product: 4-FluorobenzonitrileIn 2019 ,《Green and convenient protocols for the efficient reduction of nitriles and nitro compounds to corresponding amines with NaBH4 in water catalyzed by magnetically retrievable CuFe2O4 nanoparticles》 appeared in Research on Chemical Intermediates. The author of the article were Zeynizadeh, Behzad; Mohammad Aminzadeh, Farkhondeh; Mousavi, Hossein. The article conveys some information:

Firstly, CuFe2O4 nanoparticles were prepared by a simple operation. The structure of the mentioned nanoparticles was characterized by Fourier transform IR spectroscopy, X-ray diffraction, SEM, transmission electron microscopy, energy-dispersive X-ray spectroscopy, inductively coupled plasma-optical emission spectrometry, vibrating sample magnetometer and also Brunauer-Emmett-Teller and Barrett-Joyner-Halenda analyses. The prepared magnetically copper ferrite nanocomposite was successfully applied as a simple, cost-effective, practicable and recoverable catalyst on the green, highly efficient, fast, base-free and ligand-free reduction of nitriles and also on the affordable and eco-friendly reduction of nitro compounds with the broad substrate scope to the corresponding amines with NaBH4 in water at reflux in high to excellent yields. In the experiment, the researchers used 4-Fluorobenzonitrile(cas: 1194-02-1Recommanded Product: 4-Fluorobenzonitrile)

4-Fluorobenzonitrile(cas: 1194-02-1) is used as chemical intermediate, solvent for perfumes and pharmaceuticals, stabilizer for chlorinated solvents, HPLC analysis, catalyst and component of transition-metal complex catalysts.Recommanded Product: 4-Fluorobenzonitrile

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Product Details of 17201-43-3In 2022 ,《Unveiling the impact of diverse morphology of ionic porous organic polymers with mechanistic insight on the ultrafast and selective removal of toxic pollutants from water》 appeared in ACS Applied Materials & Interfaces. The author of the article were Mandal, Writakshi; Fajal, Sahel; Mollick, Samraj; Shirolkar, Mandar M.; More, Yogeshwar D.; Saurabh, Satyam; Mahato, Debanjan; Ghosh, Sujit K.. The article conveys some information:

In recent years, detoxification of contaminated water by different types of materials has received a great deal of attention. However, lack of methodical in-depth understanding of the role of various phys. properties of such materials toward improved sorption performance limits their applicable efficiencies. In perspective, decontamination of oxoanion-polluted water by porous materials with different morphologies are unexplored due to a shortfall of proper synthetic strategies. Herein, systematic optimization of sequestration performance toward efficient decontamination of toxic oxoanion-polluted water has been demonstrated by varying the morphologies of an imidazolium-based cationic polymeric network [ionic porous organic polymers (iPOP-5)]. Detailed morphol. evolution showed that the chem. stable ionic polymer exhibited several morphologies such as spherical, nanotube, and flakes. Among them, the flakelike material [iPOP-5(F)] showed ultrafast capture efficiency (up to ~99 and >85% removal within less than 1 min) with high saturation capacities (301 and 610 mg g-1) toward chromate [Cr(VI)] and perrhenate [Re(VII)] oxoanions, resp., in water. On the other hand, the spherical-shaped polymer [iPOP-5(S)] exhibited relatively slow removal kinetics (>5 min for complete removal) toward both Cr(VI) and Re(VII) oxoanions. Notably, iPOP-5(F) eliminated Cr(VI) and Re(VII) selectively even in the presence of excessive (~100-fold) competing anions from both high- and low-concentration contaminated water. Further, the compound demonstrated efficient separation of those oxoanions in a wide pH range as well as in various water systems (such as potable, lake, river, sea, and tannery water) with superior regeneration ability. Moreover, as a proof of concept, a column exchange-based water treatment experiment by iPOP-5(F) has been performed to reduce the concentration of Cr(VI) and Re(VII) below the WHO permitted level. Mechanistic investigation suggested that the rare in situ exfoliation of flakes into thin nanosheets helps to achieve ultrafast capture efficiency. In addition, detailed theor. binding energy calculations were executed in order to understand such rapid, selective binding of chromate and perrhenate oxoanions with iPOP-5(F) over other nonmetal-based anions. After reading the article, we found that the author used 4-Cyanobenzyl bromide(cas: 17201-43-3Product Details of 17201-43-3)

4-Cyanobenzyl bromide(cas: 17201-43-3) is an important intermediate for pharmaceutical production. It can be used for the synthesis of a series of piperidine-linked aromatic diimidazolines, which have been synthesized as conformationally restricted congeners of the anti-Pneumocystis carinii (PCP) drug, Pentamidine.Product Details of 17201-43-3

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In 2022,Yadav, Maruti B.; Vagh, Sandip S.; Jeong, Yeon Tae published an article in European Journal of Organic Chemistry. The title of the article was 《Divergent Annulation of Spiro[indoline-pyran] and Fused (Epoxyetheno)indeno-Furan from 1,2-Diketone and 1-Cyanoketone》.Name: 3-Oxo-3-phenylpropanenitrile The author mentioned the following in the article:

A simple and efficient method for the construction of spiro[indoline-pyran] and fused (epoxyetheno)indeno[1,2-b]furan compounds from 1-cyanoketones and 1,2-diketone was developed. The synthesis proceeded via the Knoevenagel and Michael adduct through intramol./Paal-Knorr cyclization under similar reaction condition. The less commonly used 1-cyanoketones and active carbonyl compounds served as the indole containing pyran and bicyclic furan source for the preparation of a new series of heterocyclic compounds This heterocyclic structure allows one and more than one tetra-substituted carbon center and sequential hexa- and penta-cyclic core under very mild conditions and showed excellent chemo and regioselectivity. In addition, the synthesis of spiro[indoline-pyran] and (epoxyetheno)indeno[1,2-b]furan was demonstrated in a gram scale. After reading the article, we found that the author used 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Name: 3-Oxo-3-phenylpropanenitrile)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used in the synthesis of substituted naphtho[1,8-bc]pyrans. It was also used as building block in the preparation of 4H-pyrans, 2-pyridones, furans and carbocyclics.Name: 3-Oxo-3-phenylpropanenitrile

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Xu, Qing-Hao; Wei, Li-Pu; Xiao, Bin published an article in 2022. The article was titled 《Alkyl-GeMe3: Neutral Metalloid Radical Precursors upon Visible-Light Photocatalysis》, and you may find the article in Angewandte Chemie, International Edition.Electric Literature of C7H4BrN The information in the text is summarized as follows:

Single-electron transfer (SET) oxidation of ionic hypervalent complexes, in particular alkyltrifluoroborates (Alkyl-BF3-) and alkylbis(catecholato)silicates (Alkyl-Si(cat)2-), have contributed substantially to alkyl radical generation compared to alkali or alk. earth organometallics because of their excellent activity-stability balance. Herein, another proposal is reported by using neutral metalloid compounds, Alkyl-GeMe3, as radical precursors. Alkyl-GeMe3 shows comparable activity to that of Alkyl-BF3- and Alkyl-Si(cat)2- in radical addition reactions. Moreover, Alkyl-GeMe3 is the first successful group 14 tetraalkyl nucleophile in nickel-catalyzed cross-coupling. Meanwhile, the neutral nature of these organogermanes offset the limitation of ionic precursors in purification and derivatization. A preliminary mechanism study suggests that an alkyl radical is generated from a tetraalkylgermane radical cation with the assistance of a nucleophile, which may also result in the development of more non-ionic alkyl radical precursors with a metalloid center. In the experimental materials used by the author, we found 2-Bromobenzonitrile(cas: 2042-37-7Electric Literature of C7H4BrN)

2-Bromobenzonitrile(cas: 2042-37-7) is a precursor to the quinazolinones, a class of drugs used to treat autoimmune diseases and coronary heart disease. In addition, 2-bromobenzonitrile can be used for the Suzuki coupling reaction.Electric Literature of C7H4BrN

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Pang, Xiaobo; Zhao, Zhen-Zhen; Wei, Xiao-Xue; Qi, Liangliang; Xu, Guang-Li; Duan, Jicheng; Liu, Xue-Yuan; Shu, Xing-Zhong published their research in Journal of the American Chemical Society in 2021. The article was titled 《Regiocontrolled Reductive Vinylation of Aliphatic 1,3-Dienes with Vinyl Triflates by Nickel Catalysis》.Recommanded Product: 2042-37-7 The article contains the following contents:

The regiocontrolled functionalization of 1,3-dienes has become a powerful tool for divergent synthesis, yet it remains a long-standing challenge for aliphatic substrates. Herein, the authors report a reductive approach for a branch-selective 1,2-hydrovinylation of aliphatic 1,3-dienes with R-X electrophiles, which represents a new selectivity pattern for diene functionalization. Simple butadiene, aromatic 1,3-dienes, and highly conjugated polyene were also tolerated. The combination of Ni(0) and the phosphine-nitrile ligand generally resulted in >20:1 regioselectivity with the retention of the geometry of the C3-C4 double bonds. This reaction proceeds with a broad substrate scope, and it allows for the conjugation of two biol. active units to form more complex polyene mols., such as tetraene and pentaene as well as heptaene. The results came from multiple reactions, including the reaction of 2-Bromobenzonitrile(cas: 2042-37-7Recommanded Product: 2042-37-7)

2-Bromobenzonitrile(cas: 2042-37-7) is used as a starting material to synthesize novel benzothiophene derivatives that were found to exhibit antibacterial and antifungal activity. It is commonly employed in reactions that require an electron-rich species to carry out nucleophilic substitution (or addition) reactions.Recommanded Product: 2042-37-7

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Nitrile – Wikipedia,
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