Month: October 2022

In 2019,Bulletin of the Korean Chemical Society included an article by Chia, Poh Wai; Yong, Fu Siong Julius; Mohamad, Habsah; Kan, Su-Yin. Safety of 4-Fluorobenzonitrile. The article was titled 《Cyanation of Anilines to Aryl Nitriles Using tert-Butyl Isocyanide: A Simple and Copper-free Procedure》. The information in the text is summarized as follows:

In this manuscript, a simple and copper-free procedure for the synthesis of aryl nitrile derivatives from anilines is described. Under the improved protocol, the anilines were reacted with tert-Bu isocyanide under a mild reaction condition without the use of solvents and copper catalyst to synthesize benzonitriles. This copper-free Sandmeyer-type reaction could tolerate a range of anilines bearing different functional groups and also can be conducted even without the exclusion of air. In addition, this method has afforded the aryl nitriles I (R1 = H, 4-Cl, 4-Me, 2-F, etc.) in moderate to good yields (52-81%). The obtained results in this study reveal that the tert-Bu isocyanide as a potential cyanide source for the cyanation reaction. In the experimental materials used by the author, we found 4-Fluorobenzonitrile(cas: 1194-02-1Safety of 4-Fluorobenzonitrile)

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,Angewandte Chemie, International Edition included an article by Li, Xiangdong; Golz, Christopher; Alcarazo, Manuel. Product Details of 614-16-4. The article was titled 《5-(Cyano)dibenzothiophenium Triflate: A Sulfur-Based Reagent for Electrophilic Cyanation and Cyanocyclizations》. The information in the text is summarized as follows:

The synthesis of 5-(cyano)dibenzothiophenium triflate 9 (I.OTf-), prepared by activation of dibenzo[b,d]thiophene-5-oxide with Tf2O and subsequent reaction with TMSCN is reported, and its reactivity as electrophilic cyanation reagent evaluated. The scalable preparation, easy handling and broad substrate scope of the electrophilic cyanation promoted by 9, which includes amines, thiols, silyl enol ethers, alkenes, electron rich (hetero)arenes and polyaromatic hydrocarbons, illustrate the synthetic potential of this reagent. Importantly, Lewis acid activation of the reagent is not required for the transfer process. We addnl. report herein biomimetic cyanocyclization cascade reactions, which are not promoted by typical electrophilic cyanation reagents, demonstrating the superior ability of 9 to trigger challenging transformations. In the part of experimental materials, we found many familiar compounds, such as 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

The author of 《Synthesis of Indoles through Domino Reactions of 2-Fluorotoluenes and Nitriles》 were Mao, Jianyou; Wang, Zhiting; Xu, Xinyu; Liu, Guoqing; Jiang, Runsheng; Guan, Haixing; Zheng, Zhipeng; Walsh, Patrick J.. And the article was published in Angewandte Chemie, International Edition in 2019. HPLC of Formula: 1194-02-1 The author mentioned the following in the article:

A straightforward, practical, and transition-metal-free assembly of 2-aryl indoles was reported. Simply combining readily available 2-fluorotoluenes, nitriles, LiN(SiMe3)2, and CsF enabled the generation of a diverse array of indoles (38 examples, 48-92 % yield). A range of substituents can be introduced into each position of the indole backbone (C4 to C7, and aryl groups at C2), providing handles for further elaboration.4-Fluorobenzonitrile(cas: 1194-02-1HPLC of Formula: 1194-02-1) 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.HPLC of Formula: 1194-02-1

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《An Eco-friendly Synthesis and Biological Screening of Fused Heterocyclic Compounds Containing a Thiophene Moiety via Gewald Reaction》 were El-Borai, Mohamed A.; Rizk, Hala F.; Ibrahim, Seham A.; Fares, Amira K.. And the article was published in Journal of Heterocyclic Chemistry in 2019. Recommanded Product: 3-Oxo-3-phenylpropanenitrile The author mentioned the following in the article:

5-Amino-3-phenyl-1-(2,4,6-trichlorophenyl)-1H-thieno[3,2-c]pyrazole-6-carbonitrile was designed and synthesized by one-pot multicomponent reaction. Compound 5-amino-3-phenyl-1-(2,4,6-trichlorophenyl)-1H-thieno[3,2-c]pyrazole-6-carbonitrile was reacted with different reagents to obtain new condensed moieties with our thienopyrazole skeleton. The compounds e.g., I were prepared by using environmentally benign techniques as microwave irradiation, ultrasonic irradiation and ball-milling. The new compounds e.g., I were evaluated for their in vitro antibacterial and antifungal potentialities. In the experiment, the researchers used many compounds, for example, 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Recommanded Product: 3-Oxo-3-phenylpropanenitrile)

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.Recommanded Product: 3-Oxo-3-phenylpropanenitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Discovery of 1,2,4-oxadiazole-Containing hydroxamic acid derivatives as histone deacetylase inhibitors potential application in cancer therapy》 were Yang, Zhuang; Shen, Mingsheng; Tang, Minghai; Zhang, Wanhua; Cui, Xue; Zhang, Zihao; Pei, Heying; Li, Yong; Hu, Mengshi; Bai, Peng; Chen, Lijuan. And the article was published in European Journal of Medicinal Chemistry in 2019. Category: nitriles-buliding-blocks The author mentioned the following in the article:

In this study, a series of novel HDAC inhibitors containing 1,2,4-oxadiazole as the cap group, were synthesized and evaluated in vitro. Compound I, displayed the most potent histone deacetylase (HDAC) inhibition, especially against HDAC1, 2, and 3 with IC50 values of 1.8, 3.6 and 3.0 nM, resp. In vitro antiproliferative studies confirmed that I was more potent than SAHA, with IC50 values against 12 types of cancer cell lines ranging from 9.8 to 44.9 nM. The results of Western blot assays showed that compound I can significantly up-regulate the acetylation of the biomarker his-H3 and mol. docking analyses revealed the mode of action of compound I against HDAC1. The results of flow-cytometry anal. suggested that the above compound induces cell cycle arrest at the G1 phase and has apoptotic effects and further investigation of the activity on the primary cells of three patients, showed IC50 values of 21.3, 61.1, and 77.4 nM. More importantly, an oral bioavailability of up to 53.52% was observed for compound I. An in vivo pharmacodynamic evaluation demonstrated that compound I can significantly inhibit tumor growth in a Daudi Burkitt’s lymphoma xenograft model, with tumor inhibition rates of 53.8 and 46.1% observed at 20 and 10 mg/kg when administered p.o. and i.v., resp. These results indicate that compound I may be a suitable lead for further evaluation and development as an HDAC inhibitors and potent anticancer agents. The experimental process involved the reaction of 4-Cyanobenzyl bromide(cas: 17201-43-3Category: nitriles-buliding-blocks)

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.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Diversity oriented multi-component reaction (DOS-MCR) approach to access natural product analogues: regio- and chemo-selective synthesis of polyheterocyclic scaffolds via one-pot cascade reactions》 was published in Organic & Biomolecular Chemistry in 2020. These research results belong to Palanivel, Lakshmanan; Gnanasambandam, Vasuki. Quality Control of 3-Oxo-3-phenylpropanenitrile The article mentions the following:

Skeletally diverse and complex aza-cyclopenta(cd)diindenes, pyrrolo(3,4-d)pyridine-13-carboxamides, furo-pyrrolo(1,2-a)imidazole-4-carboxamidesand furo(2,3-b)furans were accessed via one-pot three-component cascade Knoevenagel condensation/Michael addition/Paal-Knorr cyclization of glyoxals and various nitriles. This protocol was metal free, had a good substrate scope and afforded products with good to excellent yields and regio- and chemo-selectivity. The heterocyclic skeletons obtained in this study mimicked natural products such as eupolauramine, gracilamine and presilphiperfolanol. In addition to this study using 3-Oxo-3-phenylpropanenitrile, there are many other studies that have used 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Quality Control of 3-Oxo-3-phenylpropanenitrile) 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.Quality Control of 3-Oxo-3-phenylpropanenitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Fluorination of arylboronic esters enabled by bismuth redox catalysis》 was published in Science (Washington, DC, United States) in 2020. These research results belong to Planas, Oriol; Wang, Feng; Leutzsch, Markus; Cornella, Josep. Synthetic Route of C7H4FN The article mentions the following:

Triarylbismuth complexes undergo oxidative addition to yield difluorobismuth(V) derivatives, which, upon the reductive elimination provide a valuable route for catalytic fluorination of organoboron compounds Bismuth catalysis has traditionally relied on the Lewis acidic properties of the element in a fixed oxidation state. In this paper, we report a series of bismuth complexes that can undergo oxidative addition, reductive elimination, and transmetalation in a manner akin to transition metals. Rational ligand optimization featuring a sulfoximine moiety produced an active catalyst for the fluorination of aryl boronic esters through a bismuth (III)/bismuth (V) redox cycle. Crystallog. characterization of the different bismuth species involved, together with a mechanistic investigation of the carbon-fluorine bond-forming event, identified the crucial features that were combined to implement the full catalytic cycle. In addition to this study using 4-Fluorobenzonitrile, there are many other studies that have used 4-Fluorobenzonitrile(cas: 1194-02-1Synthetic Route of C7H4FN) 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.Synthetic Route of C7H4FN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Enhancement of Lipid Productivity of Chlorella sp. Using Light-Converting Red Fluorescent Films Based on Aggregation-Induced Emission》 was published in ACS Sustainable Chemistry & Engineering in 2020. These research results belong to Hwang, Tae Gyu; Kim, Ga-Yeong; Han, Jong-In; Kim, Suhyeon; Kim, Jae Pil. Recommanded Product: 623-00-7 The article mentions the following:

The conversion of light wavelength from green (500-600 nm) to red (600-700 nm) in the solar spectrum can significantly enhance the biodiesel productivity of microalgae because microalgal photosynthetic pigments utilize the red light more efficiently. Herein, we applied light-converting fluorescent films to enhance the biomass and lipid productivity of oleaginous Chlorella sp. Although the fluorescent dyes have been reported to exhibit excellent fluorescence quantum yields in the solution state, the solid film state is more preferred to overcome limitations such as low stability and potential leakage issues. However, conventional fluorescent dyes exhibit poor emission in the solid film state due to aggregation-caused quenching (ACQ). Therefore, this study utilized aggregation-induced emission (AIE)-type diketopyrrolopyrrole (DPP) fluorescent dyes to overcome the ACQ problems and to fabricate highly efficient light-converting red fluorescent films. The fabricated light-converting film showed excellent photosynthetic photon flux d. increase in the red wavelength range by AIE. A maximum total fatty acid Me ester increase of Chlorella sp. was 28.8% using a light-converting film containing a deep-red (650-700 nm) emitting dye M2. In conclusion, we confirmed that the use of solar energy with light-converting films could boost microalgal productivity efficiently, even without using light-emitting diodes that require electricity. This study suggests a simple and efficient method of using solar energy with light-converting films for boosting microalgal productivity.4-Bromobenzonitrile(cas: 623-00-7Recommanded Product: 623-00-7) was used in this study.

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,Recommanded Product: 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

《On the Nature of C(sp3)-C(sp2) Bond Formation in Nickel-Catalyzed Tertiary Radical Cross-Couplings: A Case Study of Ni/Photoredox Catalytic Cross-Coupling of Alkyl Radicals and Aryl Halides》 was written by Yuan, Mingbin; Song, Zhihui; Badir, Shorouk O.; Molander, Gary A.; Gutierrez, Osvaldo. Safety of 4-Bromobenzonitrile And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:

The merger of photoredox and nickel catalysis has enabled the construction of quaternary centers. However, the mechanism, role of the ligand, and effect of the spin state for this transformation and related Ni-catalyzed cross-couplings involving tertiary alkyl radicals in combination with bipyridine and diketonate ligands remain unknown. Several mechanisms have been proposed, all invoking a key Ni(III) species prior to undergoing irreversible inner-sphere reductive elimination. In this work, we have used open-shell dispersion-corrected DFT calculations, quasi-classical dynamics calculations, and experiments to study in detail the mechanism of carbon-carbon bond formation in Ni bipyridine- and diketonate-based catalytic systems. These calculations revealed that access to high spin states (e.g., triplet spin state tetrahedral Ni(II) species) is critical for effective radical cross-coupling of tertiary alkyl radicals. Further, these calculations revealed a disparate mechanism for the C-C bond formation. Specifically, contrary to the neutral Ni-bipyridyl system, diketonate ligands lead directly to the corresponding tertiary radical cross-coupling products via an outer-sphere reductive elimination step via triplet spin state from the Ni(III) intermediates. Implications to related Ni-catalyzed radical cross-couplings and the design of new transformations are discussed. After reading the article, we found that the author used 4-Bromobenzonitrile(cas: 623-00-7Safety 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.Safety 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

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts