Month: October 2022

In 2022,Wu, Mei; Huang, Sheng; Hou, Huiqing; Lin, Jie; Lin, Mei; Zhou, Sunying; Zheng, Zhiqiang; Sun, Weiming; Ke, Fang published an article in RSC Advances. The title of the article was 《DIPEA-induced activation of OH- for the synthesis of amides via photocatalysis》.Computed Properties of C7H4BrN The author mentioned the following in the article:

Herein, an efficient light-mediated strategy for the synthesis of amides in which a weak organic base acts as a reductant to induce the formation of OH- from water under metal-free conditions was reported. A mechanistic study revealed that the generation of an N,N-diisopropylethylamine (DIPEA) radical via single electron transfer (SET), with the assistance of photocatalyst, that increased the nucleophilicity of the water mols. with respect to the cyanides was essential. Moreover, the removal rate of nitrile in wastewater can be as high as 83%, indicating that this strategy had excellent potential for nitrile degradation In the part of experimental materials, we found many familiar compounds, such as 2-Bromobenzonitrile(cas: 2042-37-7Computed Properties of C7H4BrN)

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.Computed Properties of C7H4BrN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Saa, Carlos; Crotts, Dallas D.; Hsu, Gishun; Vollhardt, K. Peter C. published an article in Synlett. The title of the article was 《A cobalt-catalyzed entry into the ergot alkaloids: total syntheses of (±)-lysergene and (±)-LSD》.Computed Properties of C10H7BrN2 The author mentioned the following in the article:

Cocyclization of 4-ethynyl-3-indoleacetonitriles with alkynes in the presence of CpCo(CO)2 gives rise to the ergoline derivatives e.g. I (R = CH2OH, CONEt2), which were transformed into racemic lysergene (II) and LSD, resp. The experimental process involved the reaction of 2-(4-Bromo-3-indolyl)acetonitrile(cas: 89245-35-2Computed Properties of C10H7BrN2)

2-(4-Bromo-3-indolyl)acetonitrile(cas: 89245-35-2) is a member of nitriles. Nitriles have been reduced to amines by many methods, especially by catalytic hydrogenation and by metal hydrides. Aliphatic and aromatic nitriles have also been reduced to nitro derivatives using hydrazinium monoformate in the presence of Raney-nickel.Computed Properties of C10H7BrN2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,Tetrahedron included an article by Uchida, Ko; Togo, Hideo. Computed Properties of C7H4BrN. The article was titled 《Transformation of aromatic bromides into aromatic nitriles with n-BuLi, pivalonitrile and iodine under metal cyanide-free conditions》. The information in the text is summarized as follows:

Various aromatic nitriles ArCN [Ar = Ph, 4-BrC6H4, 5-ethyl-2-furyl, etc.] were obtained in good yields by the treatment of aryl bromides with n-butyllithium and then pivalonitrile, followed by the treatment with mol. iodine at 70 °C, without metal cyanides under transition-metal-free conditions. The present reaction proceeded through the radical β-elimination of imino-nitrogen-centered radicals formed from the reactions of imines and N-iodoimines under warming conditions. The results came from multiple reactions, including the reaction of 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

《Thieme Chemistry Journals Awardees – Where Are They Now? Rhodium-Catalyzed Synthesis of Unsymmetric Di(heteroaryl) Ethers Using Heteroaryl Exchange Reaction》 was written by Tanii, Saori; Arisawa, Mieko; Tougo, Takaya; Horiuchi, Kiyofumi; Yamaguchi, Masahiko. SDS of cas: 99902-72-4 And the article was included in Synlett on August 31 ,2017. The article conveys some information:

Unsym. di(heteroaryl) ethers were synthesized by the rhodium-catalyzed heteroaryl exchange reaction of heteroaryl aryl ethers and heteroaryl esters at equilibrium [e.g., 2-phenoxybenzothiazole + 3-pyridyl benzoate → 2-(3-pyridyloxy)benzothiazole + Ph benzoate]. Diverse unsym. di(heteroaryl) ethers containing five- and six-membered heteroarenes were obtained. Di(heteroaryl) ethers can be synthesized starting from diaryl ethers, because heteroaryl aryl ethers are obtained by the heteroaryl exchange reaction of diaryl ethers. In the experiment, the researchers used many compounds, for example, 6-Phenoxynicotinonitrile(cas: 99902-72-4SDS of cas: 99902-72-4)

6-Phenoxynicotinonitrile(cas: 99902-72-4) 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. Organic compounds containing multiple nitrile groups are known as cyanocarbons.SDS of cas: 99902-72-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,Synthesis included an article by Greve, Eric; Porter, Jacob D.; Dockendorff, Chris. Computed Properties of C8H6BrN. The article was titled 《DFT-Assisted Design and Evaluation of Bifunctional Amine/Pyridine-Oxazoline Metal Catalysts for Additions of Ketones to Unactivated Alkenes and Alkynes》. The information in the text is summarized as follows:

Bifunctional catalyst systems for the direct addition of ketones to unactivated alkenes/alkynes were designed and modeled by d. functional theory (DFT). The designed catalysts possess bidentate ligands suitable for binding of pi-acidic Group 10 metals capable of activating alkenes/alkynes, and a tethered organocatalyst amine to activate the ketone via formation of a nucleophilic enamine intermediate. The structures of the designed catalysts before and after C-C bond formation were optimized using DFT, and reaction steps involving Group 10 metals were predicted to be significantly exergonic. A novel oxazoline precatalyst with a tethered amine separated by a meta-substituted benzene spacer was synthesized via a 10-step sequence that includes a key regioselective epoxide ring-opening step. It was combined with Group 10 metal salts, including cationic Pd(II) and Pt(II), and screened for the direct addition of ketones to several alkenes and an internal alkyne. 1H NMR studies suggest that catalyst-catalyst interactions with this system via amine-metal coordination may preclude the desired addition reactions. The catalyst design approach disclosed here, and the promising calculations obtained with square planar Group 10 metals, light a path for the discovery of novel bifunctional catalysts for C-C bond formation. In addition to this study using 2-(3-Bromophenyl)acetonitrile, there are many other studies that have used 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Computed Properties of 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.Computed Properties of C8H6BrN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Nickel-Catalyzed Electrochemical Phosphorylation of Aryl Bromides》 were Bai, Ya; Liu, Nian; Wang, Shutao; Wang, Siyu; Ning, Shulin; Shi, Lingling; Cui, Lili; Zhang, Zhuoqi; Xiang, Jinbao. And the article was published in Organic Letters in 2019. Formula: C7H4BrN The author mentioned the following in the article:

A nickel-catalyzed electrochem. cross-coupling reaction of aryl bromides with dialkyl phosphites, Et phenylphosphinate, and diphenylphosphine oxide has been developed. This reaction utilizes a simple undivided cell with inexpensive carbon electrodes to synthesize aryl phosphonates, aryl phosphinates, and arylphosphine oxides at room temperature This protocol provides a mild and efficient route for the construction of C-P bond in moderate to high yields with broad substrate scope. In the experiment, the researchers used many compounds, for example, 4-Bromobenzonitrile(cas: 623-00-7Formula: C7H4BrN)

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

The author of 《Efficient cyanation of aryl halides with K4[Fe(CN)6] catalyzed by encapsulated palladium nanoparticles in biguanidine-chitosan matrix as core-shell recyclable heterogeneous nanocatalyst》 were Veisi, Hojat. And the article was published in Polyhedron in 2019. SDS of cas: 623-00-7 The author mentioned the following in the article:

Palladium nanoparticles encapsulated in biguanidine-functionalized chitosan matrix (Pd@CS-biguanidine) was applied as a reusable and core-shell nanocatalyst for cyanation of aryl iodides and bromides with K4[Fe(CN)6] as the cyanating agent. The nitriles were generated in good to excellent yield and the catalyst can be recycled and reapplied up to seven times with no significant change in its catalytic performance. The experimental process involved the reaction of 4-Bromobenzonitrile(cas: 623-00-7SDS of cas: 623-00-7)

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

《Merging electrolysis and nickel catalysis in redox neutral cross-coupling reactions: Experiment and computation for electrochemically induced C-P and C-Se bonds formation》 was published in CCS Chemistry in 2020. These research results belong to Zhu, Chen; Yue, Huifeng; Nikolaienko, Pavlo; Rueping, Magnus. Name: 4-Bromobenzonitrile The article mentions the following:

The authors have achieved a nickel-catalyzed cross-coupling reaction via concerted paired electrolysis under mild reaction conditions. In this electrochem. transformation, the anodic oxidation of Ni(II) to Ni(III) and cathodic reduction of Ni(I) to Ni(0) occurred simultaneously, resulting in an economical and sustainable cross-coupling protocol. Moreover, mechanistic investigations were performed utilizing experiments and d. functional theory (DFT) calculations for different C-heteroatom bond formations to reveal the catalytic cycle in more detail. In the experiment, the researchers used 4-Bromobenzonitrile(cas: 623-00-7Name: 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,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

《Nickel-Catalyzed Cyanation of Aryl Halides and Hydrocyanation of Alkynes via C-CN Bond Cleavage and Cyano Transfer》 was written by Chen, Hui; Sun, Shuhao; Liu, Yahu A.; Liao, Xuebin. Reference of 4-Bromobenzonitrile And the article was included in ACS Catalysis in 2020. The article conveys some information:

We report nickel-catalyzed cyanation and hydrocyanation methods to prepare aryl nitriles and vinyl nitriles from aryl halides and alkynes, resp. Using inexpensive and nontoxic 4-cyanopyridine N-oxide as the cyano shuttle, the methods provide an efficient approach to prepare aryl cyanides and vinyl nitriles under mild and operationally simple reaction conditions with a broad range of functional group tolerances. In hydrocyanation of alkynes, the method demonstrated good regioselectivity, producing predominantly E- or Z-alkenyl nitriles in a controlled manner and exclusively Markovnikov vinyl nitriles when internal diaryl alkynes and terminal alkynes were applied as the substrates, resp. The preliminary mechanistic investigation indicated that the C-CN bond cleavage process is promoted by oxidative addition to the nickel(I) complex in the cyanation of aryl halides, and further studies via a series of deuterium exchange experiments indicated that water serves as the hydrogen source for the hydrocyanation of alkynes. In the experiment, the researchers used many compounds, for example, 4-Bromobenzonitrile(cas: 623-00-7Reference of 4-Bromobenzonitrile)

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

Groth, Ulrich; Huhn, Thomas; Kesenheimer, Christian; Kalogerakis, Aris published an article in Synlett. The title of the article was 《Cobalt-mediated regioselective synthesis of substituted tetrahydroquinolines》.Application In Synthesis of 2-(4-Bromo-3-indolyl)acetonitrile The author mentioned the following in the article:

A regioselective synthesis of polycyclic substituted pyridines, e.g., I, is reported. Key step was the cobalt-catalyzed intramol. cyclization of diynenitriles, tethered by a silicon oxygen bond. Subsequent opening of the Si-O ring led then to the related tetrahydroquinolines. The results came from multiple reactions, including the reaction of 2-(4-Bromo-3-indolyl)acetonitrile(cas: 89245-35-2Application In Synthesis of 2-(4-Bromo-3-indolyl)acetonitrile)

2-(4-Bromo-3-indolyl)acetonitrile(cas: 89245-35-2) is a member of nitriles. Nitriles have been reduced to amines by many methods, especially by catalytic hydrogenation and by metal hydrides. Aliphatic and aromatic nitriles have also been reduced to nitro derivatives using hydrazinium monoformate in the presence of Raney-nickel.Application In Synthesis of 2-(4-Bromo-3-indolyl)acetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts