Month: October 2022

Liu, Wei; Buck, Matthew; Chen, Nan; Shang, Muhong; Taylor, Nicholas J.; Asoud, Jalil; Wu, Xing; Hasinoff, Brian B.; Dmitrienko, Gary I. published an article in Organic Letters. The title of the article was 《Total Synthesis of Isoprekinamycin: Structural Evidence for Enhanced Diazonium Ion Character and Growth Inhibitory Activity toward Cancer Cells》.Product Details of 325141-71-7 The author mentioned the following in the article:

The structurally novel diazobenzo[a]fluorene antibiotic isoprekinamycin (IPK, I) has been synthesized for the first time employing a Suzuki coupling of a brominated AB ring synthon with a boronate ester representing the D ring, followed by anionic cyclization and appropriate functional group manipulations. The first indication that the diazobenzo[a]fluorene system exhibits in vitro anticancer activity is provided and X-ray crystallog. evidence for enhancement of diazonium ion character as a consequence of intramol. H-bonding is described.2-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetonitrile(cas: 325141-71-7Product Details of 325141-71-7) was used in this study.

2-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetonitrile(cas: 325141-71-7) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Product Details of 325141-71-7 Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2016,Hayashi, Shun; Yamazoe, Seiji; Koyasu, Kiichirou; Tsukuda, Tatsuya published 《Application of group V polyoxometalate as an efficient base catalyst: a case study of decaniobate clusters》.RSC Advances published the findings.Electric Literature of C8H6BrN The information in the text is summarized as follows:

The base catalytic activity of the decaniobate cluster (TMA)6[Nb10O28]·6H2O (TMA+ = tetramethylammonium cation) was studied theor. and exptl. D. functional theory calculations showed that the oxygen atoms in the cluster are highly neg. charged and suggested the possibility that the cluster can act as a base catalyst. We demonstrated for the first time that [Nb10O28]6- actually exhibits base catalytic activity for aldol-type condensation reactions including Knoevenagel and Claisen-Schmidt condensation reactions. The catalytic reactions proceeded under ambient conditions, suggesting that [Nb10O28]6- holds promise as a practical strong base catalyst.2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Electric Literature of C8H6BrN) was used in this study.

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,Organic Letters included an article by Liao, Jennie; Basch, Corey H.; Hoerrner, Megan E.; Talley, Michael R.; Boscoe, Brian P.; Tucker, Joseph W.; Garnsey, Michelle R.; Watson, Mary P.. Quality Control of 4-Bromobenzonitrile. The article was titled 《Deaminative Reductive Cross-Electrophile Couplings of Alkylpyridinium Salts and Aryl Bromides》. The information in the text is summarized as follows:

A nickel-catalyzed reductive cross-coupling of alkylpyridinium salts and aryl bromides has been developed using Mn as the reductant. Both primary and secondary alkylpyridinium salts can be used, and high functional group and heterocycle tolerance is observed, including for protic groups. Mechanistic studies indicate the formation of an alkyl radical, and controlling its fate was key to the success of this reaction. In the experiment, the researchers used 4-Bromobenzonitrile(cas: 623-00-7Quality Control of 4-Bromobenzonitrile)

4-Bromobenzonitrile(cas: 623-00-7) is classified as organic nitriles, which are commonly use solvents and are reacted further for various applications such as manufacture of polymers and intermediates for pharmaceuticals and other organic chemicals,Quality Control of 4-Bromobenzonitrile It can also be used as an aryl halide test compound in developing greener reaction conditions for Suzuki cross-coupling between aryl halides and phenyl boronic acid.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Enamine Catalytic Annulation of Azonaphthalenes: An Access to Indole Derivatives》 were Zhao, Hanhui; Yuan, Huijun; Zhang, Yanru; Li, Rongshi; Li, Wenjun. And the article was published in Organic Letters in 2019. Electric Literature of C9H7NO The author mentioned the following in the article:

The secondary-amine mediated [3 + 2] annulation of azonaphthalenes with aldehydes and ketones is described for the first time, which provides an alternative protocol for the synthesis of indole derivatives It features a cheap and readily available catalyst, a broad scope of reactants, very mild reaction conditions, and high efficiency. Significantly different from the transition-metal-mediated processes, the enamine activation represents the first organic base-catalytic protocol for indole synthesis.3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Electric Literature of C9H7NO) was used in this study.

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.Electric Literature of C9H7NO

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Design, synthesis and biological evaluation of pentacyclic triterpene derivatives: optimization of anti-ABL kinase activity》 were Ciftci, Halil I.; Radwan, Mohamed O.; Ozturk, Safiye E.; Ulusoy, N. Gokce; Sozer, Ece; Ellakwa, Doha E.; Ocak, Zeynep; Can, Mustafa; Ali, Taha F. S.; Abd-Alla, Howaida I.; Yayli, Nurettin; Tateishi, Hiroshi; Otsuka, Masami; Fujita, Mikako. And the article was published in Molecules in 2019. Application In Synthesis of 4-Cyanobenzyl bromide The author mentioned the following in the article:

Imatinib, an Abelson (ABL) tyrosine kinase inhibitor, is a lead mol.-targeted drug against chronic myelogenous leukemia (CML). To overcome its resistance and adverse effects, new inhibitors of ABL kinase are needed. Our previous study showed that the benzyl ester of gypsogenin (1c), a pentacyclic triterpene, has anti-ABL kinase and a subsequent anti-CML activity. To optimize its activities, benzyl esters of carefully selected triterpenes (PT1-PT6), from different classes comprising oleanane, ursane and lupane, and new substituted benzyl esters of gypsogenin (GP1-GP5) were synthesized. All of the synthesized compounds were purified and charachterized by different spectroscopic methods. Cytotoxicity of the parent triterpenes and the synthesized compounds against CML cell line K562 was examined; revealing three promising compounds PT5, GP2 and GP5 (IC50 5.46, 4.78 and 3.19 microM, resp.). These compounds were shown to inhibit extracellular signal-regulated kinase (ERK) downstream signaling, and induce apoptosis in K562 cells. Among them, PT5 was identified to have in vitro activity (IC50 = 1.44 microM) against ABL1 kinase, about sixfold of 1c, which was justified by mol. docking. The in vitro activities of GP2 and GP5 are less than PT5, hence they were supposed to possess other more mechanisms of cytotoxicity. In general, our design and derivatizations resulted in enhancing the activity against ABL1 kinase and CML cells. The experimental part of the paper was very detailed, including the reaction process of 4-Cyanobenzyl bromide(cas: 17201-43-3Application In Synthesis of 4-Cyanobenzyl bromide)

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.Application In Synthesis of 4-Cyanobenzyl bromide

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Palladium Nanoparticles Immobilized on Schiff Base-Functionalized Graphene-Oxide: Application in Carbon-Carbon Cross-Coupling Reactions》 were Parmanand; Kumari, Shweta; Mittal, Ayushi; Kumar, Anoop; Krishna; Sharma, Sunil K.. And the article was published in ChemistrySelect in 2019. Reference of 4-Bromo-2-fluorobenzonitrile The author mentioned the following in the article:

Palladium nanoparticles immobilized on Schiff base-functionalized graphene-oxide (GO-Pd) was synthesized and characterized by FT-IR, Raman, PXRD, UV-Visible, TGA, XPS, FE-SEM, TEM, EDAX, Elemental mapping, BET, AAS and ICP MS anal. The GO-Pd showed promising catalytic activity for the Suzuki-Miyaura, Hiyama and Heck-Mizoroki coupling reactions with higher yields (up to 95%). The GO-Pd could be easily filtered out from the reaction mixture and reused up to six times without significant loss of catalytic activity. All of the synthetic products obtained were fully characterized from their spectral data. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Reference of 4-Bromo-2-fluorobenzonitrile)

4-Bromo-2-fluorobenzonitrile(cas:105942-08-3) is used as a OLED intermediate, Pharmaceutical, electronic and chemical intermediate.Reference of 4-Bromo-2-fluorobenzonitrile It is used in the synthesis of heterocycles and liquid crystals.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Phenanthrene Synthesis by Palladium(II)-Catalyzed γ-C(sp2)-H Arylation, Cyclization, and Migration Tandem Reaction》 were Gou, Bo-Bo; Yang, Hui; Sun, Huai-Ri; Chen, Jie; Wu, Junliang; Zhou, Ling. And the article was published in Organic Letters in 2019. SDS of cas: 31938-07-5 The author mentioned the following in the article:

Phenanthrene is an important structural motif in chem. and materials science, and many synthetic routes have been developed to construct its skeleton. However, synthesis of unsym. phenanthrenes remains a challenge. Here, an efficient one-pot tandem reaction for the preparation of phenanthrenes via sequential γ-C(sp2)-H arylation, cationic cyclization, dehydration, and 1,2-migration was developed. A wide range of sym. and unsym. phenanthrenes with diversified functional groups were synthesized with good to excellent yields. In the experiment, the researchers used 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5SDS of cas: 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.SDS of cas: 31938-07-5

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Electrochemical Synthesis of β-Ketonitriles from Aryl Methyl Ketones》 was written by Yavari, Issa; Shaabanzadeh, Sina; Sheikhi, Sara. Recommanded Product: 614-16-4 And the article was included in ChemistrySelect in 2020. The article conveys some information:

A synthesis of β-ketonitriles ArC(O)CH2CN (Ar = Ph, 4-chlorophenyl, naphthalen-2-yl, etc.) by cyanation of aryl Me ketones ArC(O)CH3 with two completely distinct sources of cyanide, namely Me3SiCN and KCN, under metal- and oxidant-free electrochem. anodic oxidation conditions is described. In this approach, a range of β-ketonitriles can be obtained in good yields. This conversion is facilitated by I2, generated in situ from electrochem. oxidation of iodide ion to afford the β-ketonitriles. This environmentally benign method is more convenient and practical compared to previous approaches. In the part of experimental materials, we found many familiar compounds, such as 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Recommanded Product: 614-16-4)

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.Recommanded Product: 614-16-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2022,Xue, Gaijun; Xie, Fukai; Liang, Hongliang; Chen, Guoliang; Dai, Wen published an article in Organic Letters. The title of the article was 《Copper-Catalyzed Oxidative C-C Bond Cleavage of Alkyl-(Hetero)arenes Enabling Direct Access to Nitriles》.Name: 4-Fluorobenzonitrile The author mentioned the following in the article:

The cleavage and functionalization of C-C bonds has emerged as a powerful tool for discovery of new transformations. Herein, authors report a protocol that enables direct synthesis of nitriles via copper-catalyzed oxidative cleavage and cyanation of C-C bonds in a wide variety of multicarbon alkyl-substituted (hetero)arenes. Detailed mechanistic studies reveal that a tandem oxidative process is involved in this transformation. In addition to this study using 4-Fluorobenzonitrile, there are many other studies that have used 4-Fluorobenzonitrile(cas: 1194-02-1Name: 4-Fluorobenzonitrile) was used in this study.

4-Fluorobenzonitrile(cas: 1194-02-1) is used in the synthesis of flurenones, pharmaceutical prerequisites, as well as opiod receptor antagonists.Name: 4-Fluorobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2022,Jia, Fan; He, Jing; Wei, Yueting; Liu, Yan; Gu, Yanlong; Vaccaro, Luigi; Liu, Ping published an article in Molecular Catalysis. The title of the article was 《C4-Sulfenylation of 4-iodine-1H-pyrazole-5-amine with arylsulfonyl hydrazide in water》.Category: nitriles-buliding-blocks The author mentioned the following in the article:

A C4-sulfenylation of 4-iodine-1H-pyrazole-5-amine with arylsulfonyl hydrazide in water was developed. A series of C4-sulfenylated products I [R = t-Bu, Ph, 4-ClC6H4, etc.; Ar = Ph, 4-MeC6H4, 3-BrC6H4, etc.] were obtained in moderate to excellent yields. This protocol featured green reaction conditions (metal-free, water as the solvent, in the air), odorless and easily available sulfur reagent, broad substrate scope as well as gram-scale synthesis. Mechanistic studies showed that the in-situ formation of iodine from 4-iodine-1H-pyrazole-5-amine in the presence of aryl sulfonyl hydrazides was the key to the C4-Sulfenylation. After reading the article, we found that the author used 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Category: nitriles-buliding-blocks)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used to produce 2-benzoyl-3-furan-2-yl-acrylonitrile. It is an active methylene compound, useful in heterocyclic synthesis, e.g. polyfunctional pyridines and pyrimidines.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts