Month: October 2022

In 2019,Nature Catalysis included an article by Zhu, Chen; Yue, Huifeng; Maity, Bholanath; Atodiresei, Iuliana; Cavallo, Luigi; Rueping, Magnus. Computed Properties of C7H4BrN. The article was titled 《A multicomponent synthesis of stereodefined olefins via nickel catalysis and single electron/triplet energy transfer》. The information in the text is summarized as follows:

Herein, a one-pot difunctionalization of alkynes via a photoredox/nickel dual-catalyzed three-component cross-coupling reaction under mild conditions, providing access to a series of highly important tri-substituted alkenes. Notably, in contrast to traditional methods that are based on the steric hindrance of the substrates to control the reaction selectivity, both E- and Z-isomers of tri-substituted alkenes, which are often energetically close, can be obtained by choosing an appropriate photocatalyst with a suitable triplet state energy. Beyond the immediate practicality of this transformation, this newly developed methodol. might inspire the development of diverse and important one-pot functionalizations of carbon-carbon multiple bonds via photoredox and transition-metal dual-catalyzed multicomponent reactions. In the experimental materials used by the author, we found 4-Bromobenzonitrile(cas: 623-00-7Computed Properties of C7H4BrN)

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,Computed Properties of C7H4BrN 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

In 2019,ChemistrySelect included an article by Chen, Jing; Ding, Yuxin; Gao, Yejun; Zhou, Dongheng; Hider, Robert; Ma, Yongmin Dr. Application of 614-16-4. The article was titled 《Selectfluor-promoted Synthesis of 2,4- and 2,6-Diarylpyridines Through Annulation of Aromatic Ketones with an Ammonium Source in DMF》. The information in the text is summarized as follows:

An efficient one-pot four-component condensation and cyclization of ketones with DMF and ammonium acetate for the synthesis of 2,4-diarylsubstituted pyridines promoted by Selectfluor has been achieved. Sym. pyridines were obtained selectively when non-Me ketones were used as the starting materials. Two C-C and C-N bonds are formed during the oxidative cyclization process. In the experimental materials used by the author, we found 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Application of 614-16-4)

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.Application of 614-16-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Sequential C-H and C-C Bond Cleavage: Divergent Constructions of Fused N-Heterocycles via Tunable Cascade》 were Li, Xianwei; Rao, Jianhang; Ouyang, Wensen; Chen, Qian; Cai, Ning; Lu, Yu-Jing; Huo, Yanping. And the article was published in ACS Catalysis in 2019. Quality Control of 4-Fluorobenzonitrile The author mentioned the following in the article:

Streamlining the generation of diverse highly functionalized mols. from abundant feedstocks holds great synthetic promises and challenges in pharmaceutical and material discovery. Herein, we report a tunable selectivity in multiple cascade reactions for the divergent assembly of fused N-heterocycles, comprising sequential activation of C-H and C-C bonds. Isolatable indene-type intermediates might be responsible for the generation of densely substituted fused pyridines, azepines, and azafluorenones products. The tolerance of strongly coordinating N-heterocycles, and those readily applicable for the late-stage modifications of pharmaceuticals and material mols. precursors, further demonstrated the synthetic robustness of this transformation. After reading the article, we found that the author used 4-Fluorobenzonitrile(cas: 1194-02-1Quality Control 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.Quality Control of 4-Fluorobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Blockage detection and diagnosis of externally parallelized monolithic microreactors》 were Tonomura, Osamu; Taniguchi, Satoshi; Nishi, Kazuki; Nagaki, Aiichiro; Yoshida, Jun-ichi; Hirose, Katsuyuki; Ishizuka, Norio; Hasebe, Shinji. And the article was published in Catalysts in 2019. Recommanded Product: 2-Bromobenzonitrile The author mentioned the following in the article:

To realize stable operation of a microchem. system, it is necessary to develop a process monitoring method that can detect and diagnose blocked microreactors. In this study, a system composed of five monolithic microreactors and a split-and-recombine-type flow distributor (SRFD) was developed for Suzuki-Miyaura coupling. Firstly, the effects of operating conditions on the yield was examined by using a single microreactor. After that, an optimal design problem was formulated to maximize the blockage detection performance by adjusting the channel resistances of the SRFD and the sensor locations in the SRFD under the design constraints. To efficiently solve the problem, a pressure drop compartment model, which is analogous to elec. resistance networks, was used. The optimally designed system was exptl. evaluated from the viewpoint of the capability of continuous operation and the blockage detection and diagnosis performance. The evaluation results show that continuous operation was successfully carried out for one hour, and that the artificially generated blockage of each microreactor was accurately identified. The developed system minimized the process performance degradation due to blockage. The experimental process involved the reaction of 2-Bromobenzonitrile(cas: 2042-37-7Recommanded Product: 2-Bromobenzonitrile)

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: 2-Bromobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Electrochemical Synthesis of 1-Naphthols by Intermolecular Annulation of Alkynes with 1,3-Dicarbonyl Compounds》 was published in Organic Letters in 2020. These research results belong to He, Mu-Xue; Mo, Zu-Yu; Wang, Zi-Qiang; Cheng, Shi-Yan; Xie, Ren-Ren; Tang, Hai-Tao; Pan, Ying-Ming. SDS of cas: 614-16-4 The article mentions the following:

C-centered radical cyclization under electrochem. conditions is a feasible strategy for constructing cyclic structures. Reported herein is the electrochem. synthesis of highly functionalized 1-naphthols using alkynes and 1,3-dicarbonyl compounds by (4 + 2) annulation of C-centered radical. Electrolysis was conducted with Cp2Fe as redox catalyst, thereby eliminating the use of oxidants and transition-metal catalysts. The synthesized 1-naphthol compounds showed good antitumor activity in vitro, and further studies indicated that compound I induced tumor cell apoptosis. In addition to this study using 3-Oxo-3-phenylpropanenitrile, there are many other studies that have used 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4SDS of cas: 614-16-4) was used in this study.

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.SDS of cas: 614-16-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Direct use of 1,3-dienes for the allylation of ketones via catalytic hydroindation》 was written by Suzuki, Itaru; Yagi, Kensuke; Miyamoto, Shinji; Shibata, Ikuya. Product Details of 614-16-4 And the article was included in RSC Advances in 2020. The article conveys some information:

In this study, in situ catalytically generated allylic indium from 1,3-dienes and InCl2H was developed for use in the allylation of ketones. This protocol resulted in the unprecedented establishment of a successive combining of quaternary C-C bonds, which could then be applied to many types of ketones. Other branched 1,3-dienes and vinyl cyclopropanes, could also be coupled with ketones to get homoallylic alcs. I [R1 = Ph, 4-MeC6H4, 4-ClC6H4, etc.; R2 = Me, Et, n-Pr, etc.] in a reaction where CuH would not be applicable. In the experiment, the researchers used many compounds, for example, 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Product Details of 614-16-4)

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.Product Details of 614-16-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Das, Saikat; Murugesan, Kathiravan; Villegas Rodriguez, Gonzalo J.; Kaur, Jaspreet; Barham, Joshua P.; Savateev, Aleksandr; Antonietti, Markus; Koenig, Burkhard published their research in ACS Catalysis in 2021. The article was titled 《Photocatalytic (Het)arylation of C(sp3)-H Bonds with Carbon Nitride》.Reference of 2-Bromobenzonitrile The article contains the following contents:

Mesoporous graphitic carbon nitride(mpg-CN)as a heterogeneous organic semiconductor photocatalyst for direct arylation of sp3 C-H bonds in combination with nickel catalysis are reported. This protocol has a broad synthetic scope (>70 examples including late-stage functionalization of drugs and agrochems.), was operationally simple, and shows high chemo- and regioselectivities. Facile separation and recycling of the mpg-CN catalyst in combination with its low preparation cost, innate photochem. stability, and low toxicity are beneficial features overcoming typical shortcomings of homogeneous photocatalysis. Detailed mechanistic investigations and kinetic studies indicate that an unprecedented energy-transfer process (EnT) from the organic semiconductor to the nickel complex was operated. In the part of experimental materials, we found many familiar compounds, such as 2-Bromobenzonitrile(cas: 2042-37-7Reference of 2-Bromobenzonitrile)

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.Reference of 2-Bromobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zheng, Yi; Liu, Wenbo; Ren, Yun-Lai; Guo, Yinggang; Tian, Xinzhe published their research in ChemistrySelect in 2021. The article was titled 《Copper-Catalyzed Cleavage of Aryl C(OH)-C Bonds to Access Aryl Nitriles》.Product Details of 1194-02-1 The article contains the following contents:

It was found that aryl nitriles could be synthesized by cleavage of aryl C(OH)-C bonds in the presence of oxygen gas, (NH4)2CO3 and Cu(OAc)2. The present protocol allowed various secondary aryl alcs. to underwent the present transformation to give aryl nitriles in low to high yields. Lignin-related β-O-4 and β-1 linkages could be converted to benzonitriles under the present conditions, which provides an avenue to obtain value nitrile products via fragmentation of lignin. The experimental part of the paper was very detailed, including the reaction process of 4-Fluorobenzonitrile(cas: 1194-02-1Product Details of 1194-02-1)

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Wang, Yinan; Chen, Hui; Sheng, Ruilong; Fu, Zhe; Fan, Junting; Wu, Wenhui; Tu, Qidong; Guo, Ruihua published an article in 2021. The article was titled 《Synthesis and bioactivities of marine pyran-isoindolone derivatives as potential antithrombotic agents》, and you may find the article in Marine Drugs.Name: 4-Cyanobenzyl bromide The information in the text is summarized as follows:

2,5-Bis-[8-(4,8-dimethyl-nona-3,7-dienyl)-5,7-dihydroxy-8-methyl-3-keto-1,2,7,8-teraahydro-6H-pyran[a]isoindol-2-yl]-pentanoic acid (FGFC1) is a marine pyran-isoindolone derivative isolated from a rare marine microorganism Stachybotrys longispora FG216, which showed moderate antithrombotic (fibrinolytic) activity. To further enhance its antithrombotic effect, a series of new FGFC1 derivatives I (R = CH3, Et, Pr, etc.) were synthesized via chem. modification at C-2 and C-2″” phenol groups moieties and C-1″” carboxyl group. Their fibrinolytic activities in vitro were evaluated. Among the derivatives, I (R = CH3, Et, Pr, 4-CNC6H4CH2 and 4-BrC6H4CH2) showed significant fibrinolytic activities with EC50 of 59.7, 87.1, 66.6, 82.8, and 42.3μM, resp., via enhancement of urokinase activity. Notably, derivative I (R = 4-BrC6H4CH2) presented the most remarkable fibrinolytic activity (2.72-fold than that of FGFC1). Furthermore, the cytotoxicity of derivative I (R = 4-BrC6H4CH2) was tested as well as expression of Fas/Apo-1 and IL-1 on HeLa cells. The results showed that, compared to FGFC1, derivative I (R = 4-BrC6H4CH2) possessed moderate cytotoxicity and apoptotic effect on HeLa cells (statistical significance p > 0.1), making (R = 4-BrC6H4CH2) a potential antithrombotic agent towards clin. application. In the part of experimental materials, we found many familiar compounds, such as 4-Cyanobenzyl bromide(cas: 17201-43-3Name: 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.Name: 4-Cyanobenzyl bromide

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2022,Suzuka, Toshimasa; Niimi, Ryoko; Uozumi, Yasuhiro published an article in Synlett. The title of the article was 《Cyanide-Free Cyanation of Aryl Iodides with Nitromethane by Using an Amphiphilic Polymer-Supported Palladium Catalyst》.Synthetic Route of C7H4BrN The author mentioned the following in the article:

A cyanide-free aromatic cyanation was developed that used nitromethane as a cyanide source in water with an amphiphilic polystyrene-poly(ethylene glycol) resin-supported palladium catalyst and an alkyl halide (1-iodobutane). The cyanation proceeded through the palladium-catalyzed cross-coupling of an aryl halide with nitromethane, followed by transformation of the resultant (nitromethyl)arene intermediate into a nitrile by 1-iodobutane. In the experimental materials used by the author, we found 2-Bromobenzonitrile(cas: 2042-37-7Synthetic Route of C7H4BrN)

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.Synthetic Route of C7H4BrN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts