Month: October 2022

Name: 4-BromobenzonitrileIn 2020 ,《Regioselective Hydroalkylation and Arylalkylation of Alkynes by Photoredox/Nickel Dual Catalysis: Application and Mechanism》 was published in Angewandte Chemie, International Edition. The article was written by Yue, Huifeng; Zhu, Chen; Kancherla, Rajesh; Liu, Fangying; Rueping, Magnus. The article contains the following contents:

Alkynes are an important class of organic mols. due to their utility as versatile building blocks in synthesis. Although efforts have been devoted to the difunctionalization of alkynes, general and practical strategies for the direct hydroalkylation and alkylarylation of terminal alkynes under mild reaction conditions are less explored. Herein, a photoredox/nickel dual-catalyzed anti-Markovnikov-type hydroalkylation of terminal alkynes as well as a one-pot arylalkylation of alkynes with alkyl carboxylic acids and aryl bromides via a three-component cross-coupling has been discussed. The results indicate that the transformations proceed via a new mechanism involving a single-electron transfer with subsequent energy-transfer activation pathways. Moreover, steady-state and time-resolved fluorescence-spectroscopy measurements, d. functional theory (DFT) calculations, and wavefunction anal. have been performed to give an insight into the catalytic cycle. In addition to this study using 4-Bromobenzonitrile, there are many other studies that have used 4-Bromobenzonitrile(cas: 623-00-7Name: 4-Bromobenzonitrile) was used in this study.

4-Bromobenzonitrile(cas: 623-00-7) has been used in the synthesis of 4-iodobenzonitrile via photo-induced aromatic Finkelstein iodination reaction.Name: 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

《A Novel Water-Dispersible/Magnetically Recyclable Pd Catalyst for C-C Cross-Coupling Reactions in Pure Water》 was written by Sobhani, Sara; Habibollahi, Azam; Zeraatkar, Zohre. Recommanded Product: 4-FluorobenzonitrileThis research focused onwater magnetic recyclable palladium catalyst coupling Hiyama Suzuki. The article conveys some information:

A novel water-dispersible magnetically recyclable Pd heterogeneous catalyst, denoted as Pd-γ-Fe2O3-2-ATP-TEG-MME, was initially synthesized and then characterized by diverse methods such as FTIR, TEM, TGA, XPS, VSM, ICP, and elemental anal. The new catalyst was used as a water-dispersible/magnetically separable Pd heterogeneous catalyst for C-C cross-coupling reactions including cyanation of aryl halides, fluoride-free Hiyama and Suzuki reactions in neat water. By using this approach numerous arylcyanides and biaryls were synthesized in good to high yields via the reaction of aryl iodides, bromides, and chlorides (far more extensively available and cheaper than aryl iodides and bromides) with K4[Fe(CN)6]·3H2O, triethoxyphenylsilane, or Ph boronic acid, resp. The presence of triethylene glycol tags with hydrophilic character on the Pd-complex supported on magnetic nanoparticles provides dispersion of the catalyst particles in water, which leads to both higher catalytic performance and also facile catalyst recovery and reuse by successive extraction and final magnetic separation Using water as a green solvent, high turnover number (TON), facile catalyst recovery and reuse, simple workup, and not requiring any additive make this method an ecofriendly protocol for the C-C cross-coupling reactions.4-Fluorobenzonitrile(cas: 1194-02-1Recommanded Product: 4-Fluorobenzonitrile) was used in this study.

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Computed Properties of C43H30F2N4On October 11, 2020 ,《Photocatalytic Reductive Radical-Polar Crossover for a Base-Free Corey-Seebach Reaction》 was published in Chemistry – A European Journal. The article was written by Donabauer, Karsten; Murugesan, Kathiravan; Rozman, Ursa; Crespi, Stefano; Koenig, Burkhard. The article contains the following contents:

A photocatalytic approach to the Corey-Seebach reaction has been described. The presented method operates under mild redox-neutral and base-free conditions giving the desired product with high functional group tolerance. The reaction is enabled by the combination of photo- and hydrogen atom transfer (HAT) catalysis. This catalytic merger allows a C-H to carbanion activation by the abstraction of a hydrogen atom followed by radical reduction The generated nucleophilic intermediate is then capable of adding to carbonyl electrophiles. By this approach, dithianes I (R1 = Me, NCCH2CH2, PhCH2CH2, etc.) were reacted with various aldehydes and ketones R2C(O)R3 [R2 = Et, i-Pr, MeSCH2CH2, R3 = H; R2 = n-Pr, i-Pr, PhCH2CH2, etc., R3 = Me; R2R3 = (CH2)3, (CH2)2O(CH2)2, etc.] giving access to the valuable α-hydroxy dithianes II. The proposed reaction mechanism is supported by emission quenching, radical-radical homocoupling and deuterium labeling studies as well as by calculated redox-potentials and bond strengths. In the experiment, the researchers used 2,4,6-Tris(diphenylamino)-3,5-difluorobenzonitrile(cas: 1403850-00-9Computed Properties of C43H30F2N4)

2,4,6-Tris(diphenylamino)-3,5-difluorobenzonitrile(cas: 1403850-00-9) is cyanoarene-based donor-acceptor photocatalyst developed by the Zeitler group. While this catalyst has a balanced redox profile, allowing for its use in a variety of transformations, it stands out as the most reducing catalyst of the family.Computed Properties of C43H30F2N4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2005,Baxendale, Ian R.; Ley, Steven V. published 《Formation of 4-Aminopyrimidines via the Trimerization of Nitriles Using Focused Microwave Heating》.Journal of Combinatorial Chemistry published the findings.COA of Formula: C8H6BrN The information in the text is summarized as follows:

A series of substituted aliphatic nitriles have been trimerized to their corresponding pyrimidine structures under solvent-free conditions in the presence of catalytic quantities of potassium tert-butoxide using a focused microwave reactor. Multigram quantities of the corresponding 4-amino pyrimidine derivatives have been prepared in high yields and purity following a simple and scaleable protocol. In addition to this study using 2-(3-Bromophenyl)acetonitrile, there are many other studies that have used 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5COA of Formula: C8H6BrN) was used in this study.

According to other reports, 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5) is used in the preparation of diarylpyrimidines (DAPYs) as HIV-1 non-nucleoside reverse transcriptase inhibitors.COA of Formula: C8H6BrN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2006,Stachulski, Andrew V.; Berry, Neil G.; Low, A. C. Lilian; Moores, Shelley L.; Row, Eleanor; Warhurst, David C.; Adagu, Ipemida S.; Rossignol, Jean-Francois published 《Identification of Isoflavone Derivatives as Effective Anticryptosporidial Agents in Vitro and in Vivo》.Journal of Medicinal Chemistry published the findings.Recommanded Product: 31938-07-5 The information in the text is summarized as follows:

The preparation and antiparasitic activity in vitro and in vivo of a series of isoflavone derivatives related to genistein was reported. The prepared analogs retain the 5,7-dihydroxyisoflavone core of genistein. Genistein analogs I (R2 = R3 = H, R4 = NO2, Br; R2 = R4 = H, R3 = NO2, Br), 2-carboethoxyisoflavones I (R2 = CO2Et, R3 = H, R4 = NO2, Br; R2 = CO2Et, R3 = NO2, Br, R4 = H), and the corresponding precursor deoxybenzoins II were all evaluated. Excellent in vitro activity against Cryptosporidium parvum was observed for both classes of isoflavones in cell cultures, and the lead compound RM 6427 I (R2 = CO2Et, R3 = Br, R4 = H), showed high in vivo efficacy against an exptl. infection. In the experimental materials used by the author, we found 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 2-(1-cyano-1-(3-bromophenyl))methylidene-3-phenylthiazolidine-4,5-dione or a series of aminoethylbiphenyls, novel 5-HT7 receptor ligands.Recommanded Product: 31938-07-5

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2010,Christiansen, Elisabeth; Due-Hansen, Maria E.; Ulven, Trond published 《A Rapid and Efficient Sonogashira Protocol and Improved Synthesis of Free Fatty Acid 1 (FFA1) Receptor Agonists》.Journal of Organic Chemistry published the findings.Formula: C8H6BrN The information in the text is summarized as follows:

A protocol for rapid and efficient Pd/Cu-catalyzed coupling of aryl bromides and iodides to terminal alkynes has been developed with use of 2-(di-tert-butylphosphino)-N-phenylindole (cataCXium PIntB) as ligand in TMEDA and water. The new protocol successfully couples substrates which failed with standard Sonogashira conditions, and enables an efficient general synthetic route to free fatty acid (FFA1) receptor 1 ligands from 3-(4-bromophenyl)propionic acid. The experimental process involved the reaction of 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Formula: 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.Formula: C8H6BrN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2013,Lee, Sunggi; Lee, Hyelee; Tan, Kian L. published 《Meta-Selective C-H Functionalization Using a Nitrile-Based Directing Group and Cleavable Si-Tether》.Journal of the American Chemical Society published the findings.Recommanded Product: 31938-07-5 The information in the text is summarized as follows:

A nitrile-based template that enables meta-selective C-H bond alkenylation of benzylic alcs. was developed. The template is applicable to a range of substituted arenes and tolerates a variety of functional groups. The directing group uses a silicon atom for attachment, allowing for a facile introduction/deprotection strategy increasing the synthetic practicality of this template. In the experimental materials used by the author, we found 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 2-(1-cyano-1-(3-bromophenyl))methylidene-3-phenylthiazolidine-4,5-dione or a series of aminoethylbiphenyls, novel 5-HT7 receptor ligands.Recommanded Product: 31938-07-5

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2014,Wu, Guojiao; Deng, Yifan; Wu, Chaoqiang; Zhang, Yan; Wang, Jianbo published 《Synthesis of α-Aryl Esters and Nitriles: Deaminative Coupling of α-Amino-Esters and α-Aminoacetonitriles with Arylboronic Acids》.Angewandte Chemie, International Edition published the findings.Safety of 2-(3-Bromophenyl)acetonitrile The information in the text is summarized as follows:

Transition-metal-free synthesis of α-aryl esters and nitriles using arylboronic acids with α-amino esters and α-(amino)acetonitrile derivatives, resp., as starting materials has been developed. The reaction represents a rare case of converting C(sp3)-N bonds (carbon-nitrogen bonds) into C(sp3)-C(sp2) bonds (carbon-carbon bonds). The reaction conditions are mild, demonstrate good functional-group tolerance, and can be scaled up. The synthesis of the target compounds was achieved using glycine ester hydrochloride, leucine ester hydrochloride, aspartate ester hydrochloride, alanine ester hydrochloride as starting materials in a reaction with (aryl)boronic acids. The title compounds thus formed included benzeneacetic acid esters, 1-naphthaleneacetic acid ester, benzenepropanoic acid esters, α-phenyl-1H-indole-3-propanoic acid ester, benzenebutanoic acid ester and similar substances. A reaction of (aryl)boronic acids with α-(amino)acetonitrile gave α-(alkyl)benzeneacetonitrile derivatives Nitriles included α-(hexyl)benzeneacetonitrile, α-phenyl-3-thiophenepropanenitrile and similar compounds In addition to this study using 2-(3-Bromophenyl)acetonitrile, there are many other studies that have used 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Safety of 2-(3-Bromophenyl)acetonitrile) was used in this study.

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.Safety of 2-(3-Bromophenyl)acetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2017,Prasad, A. S. G.; Rao, T. Bhaskara; Rambabu, D.; Basaveswara Rao, Mandava V.; Pal, Manojit published 《Ultrasound Assisted Faster and Milder Approach to 6H-pyrido[1,2-a] quinazolin-6-imine Derivatives as Potential Inhibitors of PDE4》.Letters in Drug Design & Discovery published the findings.Category: nitriles-buliding-blocks The information in the text is summarized as follows:

Background: The ultrasound assisted methodol. has been explored first time for the quicker synthesis of 6H-pyrido[1,2-a]quinazolin-6-imine derivatives via the reaction of 2-aminopyridines and 2-fluorobenzontriles under mild conditions. Methods: The methodol. is free from the use of any transition metal catalyst and afforded the desired products in good yields. Some of the synthesized compounds were evaluated for their potential PDE4 inhibition in silico and subsequently in vitro. Conclusion: One compound showed dose dependent inhibition of PDE4B and favorable pharmacol. properties indicating potential of this scaffold for the discovery of new inhibitors of PDE4. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Category: nitriles-buliding-blocks)

4-Bromo-2-fluorobenzonitrile(cas:105942-08-3) is used as a reagent in the synthesis of picolinamide derivatives as a novel class of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitors.Category: nitriles-buliding-blocks 4-Bromo-2-fluorobenzonitrile is also used in the preparation of fluorinated CB2 receptor agonists for PET imaging.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,European Journal of Medicinal Chemistry included an article by Yu, Jia-Ying; Li, Xue-Qiang; Wei, Meng-Xue. Related Products of 17201-43-3. The article was titled 《Synthesis and biological activities of artemisinin-piperazine-dithiocarbamate derivatives》. The information in the text is summarized as follows:

Twelve derivatives of artemisinin-piperazine-dithiocarbamate, I (R = CH2Ph, CH2C6H4Me-4, n-pentyl, CH2CO2CH2Ph, etc.), have been synthesized, and some of them show good in vitro cytotoxic activity. Compound I (R = CH2C6H4CN-4) (II) exhibits the best inhibitory activity against SMMC-7721 cell lines with an IC50 of 0.0025 ± 0.04 μM for 72 h, but the toxicity was lower against LO2 cell lines with an IC50 of 0.18 ± 0.04 μM for 72 h. The results indicate that compound II is more cytotoxic towards cancer cell lines than towards benign cell lines compared with vincristine in vitro. And compound II also has good inhibitory activity against colon, breast and prostate cancer cells. Meanwhile, we have also proposed the six-member ring mechanism of DMSO in catalyzing the esterification of hydroxyl and acyl chloride. Instead of using the hydroxyl, we can obtain the nucleophilic substitution production simply and efficiently without a Lewis acid, which has not been reported previously. In the part of experimental materials, we found many familiar compounds, such as 4-Cyanobenzyl bromide(cas: 17201-43-3Related Products of 17201-43-3)

4-Cyanobenzyl bromide(cas: 17201-43-3) is used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile. It is also useful in the preparation of 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile by reaction with 2H-tetrazole in the presence of potassium hydroxide.Related Products of 17201-43-3

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts