Month: October 2022

In 2022,Yuan, Shou; Zhang, Yuefa; Chen, Junwu; Yu, Yuan; Yue, Lingtai; Sun, Qikun; Zhang, Haichang; Xue, Shanfeng; Yang, Wenjun published an article in Advanced Optical Materials. The title of the article was 《Effectively Unlocking the Potential Molecular Room Temperature Phosphorescence of Pure Carbazole Derivatives》.Formula: C7H3BrFN The author mentioned the following in the article:

The current prevailing views are that carbazole derivatives without isomers show inferior room temperature phosphorescence (RTP) and that N-aryl carbazole derivatives exhibit no ultralong RTP in dilute film states since the distorted structures easily dissipate the excitation energy. In the current work, we present that doping N-aryl carbazole derivatives with heteroatoms and/or heavy halogen into PMMA at the mol. level by thermoplasticizing solution-cast films can achieve ultra-long-lived (>1 s) and highly-efficient (>36%) mol. RTP without the need of crystallization and isomer doping. Unlike isomer-doped crystals that almost all emit yellow RTP, the RTP colors of doped PMMA films depend on the mol. structures of carbazole derivatives Also, we can realize highly efficient and long-lived red fluorescence afterglow via persistent Forster resonance energy transfer from RTP emission to fluorescent emitter. These colorful afterglow polymer films exhibit an ultra-long (>20 h) photo-activation pattern memory effect. This work has challenged existing exptl. results and relative RTP mechanisms, providing a reasonable processing strategy for manifesting and enhancing the deserved RTP properties of organic doped polymers. The experimental part of the paper was very detailed, including the reaction process of 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Formula: C7H3BrFN)

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.Formula: C7H3BrFN 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 2022,Wang, Shuai; Li, Xin; Jin, Shengnan; Liu, Kang; Dong, Cong; Su, Jianke; Song, Qiuling published an article in Organic Chemistry Frontiers. The title of the article was 《Difluorocarbene-enabled access to 1,3-oxazin-6-ones from enamides》.Recommanded Product: 4-Fluorobenzonitrile The author mentioned the following in the article:

An efficient and general strategy for the construction of 1,3-oxazin-6-ones with high efficiency and chemoselectivity was reported. Instead of using CO as a C1 source, difluorocarbene was introduced as a carbonyl provider. This method featured readily available starting materials and valuable products, good functional group tolerance and simple operation. In the part of experimental materials, we found many familiar compounds, such as 4-Fluorobenzonitrile(cas: 1194-02-1Recommanded Product: 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.Recommanded Product: 4-Fluorobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2022,Zeng, Zheng; Deng, Yiqiu; Li, Lanyu; Li, Chungang; Zhong, Mingli published an article in Journal of Organic Chemistry. The title of the article was 《Hydrogen Transfer Coupling with 100% Atom Economy: Synthesis of 2-Indolyltetrahydronaphthyridine Derivatives》.Application In Synthesis of 3-Oxo-3-phenylpropanenitrile The author mentioned the following in the article:

An iridium-catalyzed hydrogen transfer strategy, enabling straightforward access to tetrahydropyridine derivatives from aryl-1,8-naphthyridines and indolines was developed. This method has unprecedented advantages, including high step economy. In addition, it does not produce any byproducts or require an external high-pressure H2 gas source. The method offers an important platform for the transformation of 1,8-naphthyridines and indolines into functionalized products. In the part of experimental materials, we found many familiar compounds, such as 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Application In Synthesis of 3-Oxo-3-phenylpropanenitrile)

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.Application In Synthesis of 3-Oxo-3-phenylpropanenitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Category: nitriles-buliding-blocksIn 2019 ,《Click chemistry based multicomponent approach in the synthesis of spirochromenocarbazole tethered 1,2,3-triazoles as potential anticancer agents》 was published in Bioorganic Chemistry. The article was written by Chavan, Pramod V.; Desai, Uday V.; Wadgaonkar, Prakash P.; Tapase, Savita R.; Kodam, Kisan M.; Choudhari, Amit; Sarkar, Dhiman. The article contains the following contents:

A series of spirochromenocarbazole tethered 1,2,3-triazoles I (R1 = H, Cl, Br, F, Me; R2 = Me, F, Br, etc.) were synthesized via click chem. based one-pot, five component reaction between N-propargyl isatins, malononitrile, 4-hydroxycarbazole, aralkyl halides and sodium azide using cellulose supported CuI nanoparticles (Cell-CuI NPs) as the heterogeneous catalyst. Antiproliferative activity of all the synthesized compounds was investigated against panel of cancer cell lines such as MCF-7, MDA-MB-231, HeLa, PANC-1, A-549, and THP-1. Many of the synthesized compounds exhibited good anti-proliferative activity against breast (MCF-7 and MDA-MB-231) and cervical (HeLa) cancer cells with IC50 values less than 10 μM. In case of MCF-7 cells, among the nine compounds that showed good anti-proliferative activity, compound I (R1 = H; R2 = NO2) was found to be highly potent (IC50 = 2.13 μM). On the other hand, in cervical cancer HeLa cells, compounds I (R1 = H, Br; R2 = Me, CF3, Cl) showed excellent antiproliferative activity (IC50 = 4.05, 3.54, 3.83, 3.35 μM, resp.). All the compounds were found to be nontoxic to the human umbilical vein endothelial cells (HUVECs). AO and EtBr staining and fluorescence microscopy studies of the active compounds (IC50 < 5 μM) suggested that these compounds induce cell death by apoptosis. The experimental process involved the reaction of 4-Cyanobenzyl bromide(cas: 17201-43-3Category: nitriles-buliding-blocks)

4-Cyanobenzyl bromide(cas: 17201-43-3) can reacts with 2H-tetrazole in the presence of KOH to yield 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile. And it may be used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Cobalt-catalyzed acylation-reactions of (hetero)arylzinc pivalates with thiopyridyl ester derivatives》 was written by Lutter, Ferdinand H.; Grokenberger, Lucie; Hofmayer, Maximilian S.; Knochel, Paul. Product Details of 105942-08-3This research focused onthiopyridyl ester hetero arylzinc pivalate acylation catalyst; aryl ketone preparation. The article conveys some information:

A cobalt-catalyzed acylation reaction of various primary, secondary and tertiary alkyl, benzyl and (hetero)aryl S-pyridyl thioesters with (hetero)arylzinc pivalates was reported. The thioesters were prepared directly from the corresponding carboxylic acids under mild conditions, thus tolerating sensitive functional groups. Acylations of α-chiral S-pyridyl esters proceeded with very high stereoretention leaded to optically enriched α-chiral ketones.4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Product Details of 105942-08-3) was used in this study.

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Safety of 2,4,6-Tris(diphenylamino)-3,5-difluorobenzonitrileOn May 21, 2021 ,《Light-Mediated Sulfur-Boron Exchange》 appeared in Organic Letters. The author of the article were Panferova, Liubov I.; Dilman, Alexander D.. The article conveys some information:

Photochem. organocatalytic substitution of pyridylthio group in alkyl tetrafluoropyridinyl thioethers RS-4-C5F4N with bis(catecholato)diboron followed by treatment with pinacol and triethylamine affording pinacol boronic esters RBpin is described. The reaction is promoted by an organic photocatalyst, 2,4,6-tris(diphenylamino)-3,5-difluorobenzonitrile (3DPA2FBN) under irradiation with 400 nm light, and works with primary, secondary, and tertiary sulfides. The electron depleting character of the fluorinated pyridine fragment plays an important role in generating alkyl radicals. In the experiment, the researchers used many compounds, for example, 2,4,6-Tris(diphenylamino)-3,5-difluorobenzonitrile(cas: 1403850-00-9Safety of 2,4,6-Tris(diphenylamino)-3,5-difluorobenzonitrile)

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.Safety of 2,4,6-Tris(diphenylamino)-3,5-difluorobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Cao, Guang-Mei; Hu, Xin-Long; Liao, Li-Li; Yan, Si-Shun; Song, Lei; Chruma, Jason J.; Gong, Li; Yu, Da-Gang published their research in Nature Communications on December 31 ,2021. The article was titled 《Visible-light photoredox-catalyzed umpolung carboxylation of carbonyl compounds with CO2》.Application In Synthesis of 2,4,6-Tris(diphenylamino)-3,5-difluorobenzonitrile The article contains the following contents:

Herein, a strategy for visible-light photoredox-catalyzed umpolung carboxylation of diverse carbonyl compounds with CO2 by using Lewis acidic chlorosilanes as activating/protecting groups was reported. This strategy was general and practical to generate valuable α-hydroxycarboxylic acids. It works well for challenging alkyl aryl ketones and aryl aldehydes, as well as for α-ketoamides and α-ketoesters, the latter two of which have never been successfully applied in umpolung carboxylations with CO2 (to the best of our knowledge). This reaction features high selectivity, broad substrate scope, good functional group tolerance, mild reaction conditions and facile derivations of products to bioactive compounds, including oxypheonium, mepenzolate bromide, benactyzine and tiotropium. Moreover, the formation of carbon radicals and carbanions as well as the key role of chlorosilanes are supported by control experiments After reading the article, we found that the author used 2,4,6-Tris(diphenylamino)-3,5-difluorobenzonitrile(cas: 1403850-00-9Application In Synthesis of 2,4,6-Tris(diphenylamino)-3,5-difluorobenzonitrile)

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.Application In Synthesis of 2,4,6-Tris(diphenylamino)-3,5-difluorobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Liu, Quan; Lu, Zhongxiang; Ren, Wenfei; Shen, Kaibo; Wang, Yu; Xu, Qing published an article in Chinese Journal of Chemistry. The title of the article was 《Efficient synthesis of unsymmetrical heteroaryl ethers by a transition metal-free C-O cross-coupling reaction of activated and unactivated heteroaryl chlorides with alcohols and phenols》.Application In Synthesis of 6-Phenoxynicotinonitrile The author mentioned the following in the article:

By optimizing the reaction conditions via a careful screening of the bases and solvents, an efficient transition metal-free method for C-O cross-coupling of activated and unactivated heteroaryl chlorides with primary and secondary alcs. and phenols was developed, providing a simple, efficient, and practical method for the synthesis of the useful unsym. heteroaryl alkyl and heteroaryl aryl ethers. The experimental part of the paper was very detailed, including the reaction process of 6-Phenoxynicotinonitrile(cas: 99902-72-4Application In Synthesis of 6-Phenoxynicotinonitrile)

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.Application In Synthesis of 6-Phenoxynicotinonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Wang, Zhi Yong; Zha, Zheng Gen; Zhang, Jia Hai; Wu, Ji Hui published an article on January 31 ,2003. The article was titled 《An efficient palladium-catalyzed coupling reaction for the preparation of biaryls and polyaryls》, and you may find the article in Chinese Chemical Letters.COA of Formula: C12H8N2 The information in the text is summarized as follows:

With Pd(PPh3)4 as catalyst and toluene as reaction solvent, the desired biaryls and polyaryls were synthesized in 75-98% yields and on a large scale. In the experiment, the researchers used 3-(Pyridin-4-yl)benzonitrile(cas: 4350-55-4COA of Formula: C12H8N2)

3-(Pyridin-4-yl)benzonitrile(cas: 4350-55-4) 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.COA of Formula: C12H8N2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2017,Xu, Xuezhao; Li, Bingnan; Zhao, Yingwei; Song, Qiuling published 《Aerobic oxidative decyanation-amidation of arylacetonitriles with urea as a nitrogen source》.Organic Chemistry Frontiers published the findings.Recommanded Product: 2-(3-Bromophenyl)acetonitrile The information in the text is summarized as follows:

An iron-catalyzed aerobic oxidative amidation reaction of the inert C-CN bond of aryl acetonitriles to afford aryl amides ArCONH2 (Ar = C6H5, 3-CH3OC6H4, 4-FC6H4, etc.) has been developed. Urea is used as an efficient and convenient nitrogen source. This reaction provides practical access toward amide synthesis. The experimental process involved the reaction of 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Recommanded Product: 2-(3-Bromophenyl)acetonitrile)

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.Recommanded Product: 2-(3-Bromophenyl)acetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts