Month: October 2022

《Exploration of highly efficient blue-violet light conversion agents for an agricultural film based on structure optimization of triphenylacrylonitrile》 was written by Wang, Yongtao; Yu, Yongjiang; Liu, Wenjing; Ren, Litong; Ge, Guixian. Category: nitriles-buliding-blocksThis research focused ontriarylacrylonitrile agricultural doping film light conversion; acrylonitrile derivatives; fluorescence; light conversion agents; light conversion film; photosynthesis. The article conveys some information:

To obtain highly efficient blue-violet light conversion agents used for an agricultural film, six triarylacrylonitrile derivatives and their doping films were prepared Further, the luminogens have the ability to convert UV light into blue-violet light and exhibit aggregation-dependent fluorescence emission and high-contrast fluorescence quantum yields from 0.004 to 0.833. On the basis of X-ray single-crystal diffraction anal. and aggregation-induced emission activity tests, the variant fluorescence quantum yields are attributed to intermol. π-π stacking and phase transition between the crystalline state and amorphous state. In a simulated greenhouse environment, the luminogens exhibit excellent photostability. However, their fluorescence intensity drops to 17-40% of the prime intensity after outdoor radiation for 1 mo as a result of the ring-closing oxidation reaction (in the summer). By comprehensively considering the above photophys. properties and mech. properties of the doping film, 2-([1,1′-biphenyl]-4-yl)-3,3-diphenylacrylonitrile is a potential light conversion agent for an agricultural film in the winter. More importantly, the results indicate that the properties of the light conversion films are expected to be further improved by mol. design, inhibiting the ring-closing oxidation reaction and dispersion of crystalline nanoparticles in the doping film. In the experimental materials used by the author, we found 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Category: nitriles-buliding-blocks)

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.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《The Dual Role of Benzophenone in Visible-Light/Nickel Photoredox-Catalyzed C-H Arylations: Hydrogen-Atom Transfer and Energy Transfer》 was written by Dewanji, Abhishek; Krach, Patricia E.; Rueping, Magnus. Application of 623-00-7This research focused ontoluene halobenzene nickel photoredox catalysis arylation; diphenylmethane preparation; C−H functionalization; atom transfer; benzophenone; energy transfer; metallaphotoredox. The article conveys some information:

A dual catalytic protocol for the direct arylation of non-activated C(sp3)-H bonds was developed. Upon photochem. excitation, the excited triplet state of a diaryl ketone photosensitizer abstracts a hydrogen atom from an aliphatic C-H bond. This inherent reactivity was exploited for the generation of benzylic radicals which subsequently enter a nickel catalytic cycle, accomplishing the benzylic arylation.4-Bromobenzonitrile(cas: 623-00-7Application of 623-00-7) 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.Application of 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

《Three-Component Olefin Dicarbofunctionalization Enabled by Nickel/Photoredox Dual Catalysis》 was written by Campbell, Mark W.; Compton, Jordan S.; Kelly, Christopher B.; Molander, Gary A.. Quality Control of 4-BromobenzonitrileThis research focused onvinylboronate preparation three component dicarbofunctionalization aryl bromide alkyltrifluoroborate; bisborylated verbenone derivative preparation crystal structure; mol structure bisborylated verbenone derivative; nickel catalyzed three component dicarbofunctionalization aryl bromide alkyltrifluoroborate vinylboronate; photoredox dual catalyst nickel three component dicarbofunctionalization vinylboronate. The article conveys some information:

An intermol., photocatalytic dicarbofunctionalization (DCF) of olefins enabled by the merger of Giese-type addition with Ni/photoredox dual catalysis was realized. Capitalizing on the rapid addition of 3° radicals to alkenes and their reluctance toward single electron metalation to Ni complexes, regioselective alkylation and arylation of olefins is possible. This dual catalytic method not only permits elaborate species to be assembled from commodity materials, but also allows quaternary and tertiary centers to be installed in a singular, chemoselective olefin difunctionalization. This multicomponent process occurs under exceptionally mild conditions, compatible with a diverse range of functional groups and synthetic handles such as pinacolboronate esters. This technol. was directly applied to the synthesis of an intermediate to a preclin. candidate (TK-666) and its derivatives In the part of experimental materials, we found many familiar compounds, such as 4-Bromobenzonitrile(cas: 623-00-7Quality Control 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.Quality Control 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

Recommanded Product: 2,4,6-Tris(diphenylamino)-3,5-difluorobenzonitrileOn November 17, 2021 ,《Metal-Free Hydrosilylation Polymerization by Merging Photoredox and Hydrogen Atom Transfer Catalysis》 appeared in Journal of the American Chemical Society. The author of the article were Huang, Zhujun; Chen, Zhe; Jiang, Yuan; Li, Ning; Yang, Shicheng; Wang, Guowei; Pan, Xiangcheng. The article conveys some information:

Organosilicon compounds and polymers have found wide applications as synthetic building blocks and functional materials. Hydrosilylation is a common strategy toward the synthesis of organosilicon compounds and polymers. Although transition-metal-catalyzed hydrosilylation has achieved great advances, the metal-free hydrosilylation polymerization of dienes and bis(silane)s, especially the one suitable for both electron-rich and electron-deficient dienes, is largely lacking. Herein, the authors report a visible-light-driven metal-free hydrosilylation polymerization of both electron-rich and electron-deficient dienes with bis(silane)s by using the organic photocatalyst and hydrogen atom transfer (HAT) catalyst. The authors achieved the well-controlled step-growth hydrosilylation polymerizations of the electron-rich diene and bis(silane) monomer due to the selective activation of Si-H bonds by the organic photocatalyst (4CzIPN) and the thiol polarity reversal reagent (HAT 1). For the electron-deficient dienes, hydrosilylation polymerization and self-polymerization occurred simultaneously in the presence of 4CzIPN and aceclidine (HAT 2), providing the opportunity to produce linear, hyperbranched, and network polymers by rationally tuning the concentration of electron-deficient dienes and the ratio of bis(silane)s and dienes to alter the proportion of the two polymerizations A wide scope of bis(silane)s and dienes furnished polycarbosilanes with high mol. weight, excellent thermal stability, and tunable architectures. The experimental part of the paper was very detailed, including the reaction process of 2,4,6-Tris(diphenylamino)-3,5-difluorobenzonitrile(cas: 1403850-00-9Recommanded Product: 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.Recommanded Product: 2,4,6-Tris(diphenylamino)-3,5-difluorobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Graham, Mark A.; Noonan, Gary; Cherryman, Janette H.; Douglas, James J.; Gonzalez, Miguel; Jackson, Lucinda V.; Leslie, Kevin; Liu, Zhi-qing; McKinney, David; Munday, Rachel H.; Parsons, Chris D.; Whittaker, David T. E.; Zhang, En-xuan; Zhang, Jun-wang published an article on January 15 ,2021. The article was titled 《Development and Proof of Concept for a Large-Scale Photoredox Additive-Free Minisci Reaction》, and you may find the article in Organic Process Research & Development.Recommanded Product: 2,4,6-Tris(diphenylamino)-3,5-difluorobenzonitrile The information in the text is summarized as follows:

New route development activities toward ceralasertib (AZD6738) have resulted in the discovery of an efficient, acid additive-free, photoredox Minisci reaction. Mechanistic understanding resulting from LED-NMR reaction profiling, quantum yield measurements, and Stern-Volmer quenching studies have enabled optimization of the catalyst system, resulting in a significant enhancement in the rate of reaction. A large-scale continuous photoflow process has been developed, providing encouraging proof-of-concept data for the future application of this technol. in the clin. manufacture of ceralasertib. In the part of experimental materials, we found many familiar compounds, such as 2,4,6-Tris(diphenylamino)-3,5-difluorobenzonitrile(cas: 1403850-00-9Recommanded Product: 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.Recommanded Product: 2,4,6-Tris(diphenylamino)-3,5-difluorobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2017,Angewandte Chemie, International Edition included an article by Toop, Hamish D.; Brusnahan, Jason S.; Morris, Jonathan C.. Related Products of 53005-44-0. The article was titled 《Concise Total Synthesis of Dioncophylline E through an ortho-Arylation Strategy》. The information in the text is summarized as follows:

The first total synthesis of the potent antimalarial 7,3′-linked naphthylisoquinoline alkaloid dioncophylline E (I) has been completed. The synthesis proceeds in 12 steps (longest linear sequence) and in 15 % overall yield. Key transformations include an ortho-arylation of a naphthol with an aryllead triacetate to construct the sterically hindered biaryl bond, and a three-step sequence to stereoselectively generate the trans-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline moiety. In the experiment, the researchers used 2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0Related Products of 53005-44-0)

2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0) 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. Related Products of 53005-44-0 Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

O’Hara, Fionn; Blackmond, Donna G.; Baran, Phil S. published their research in Journal of the American Chemical Society on August 14 ,2013. The article was titled 《Radical-Based Regioselective C-H Functionalization of Electron-Deficient Heteroarenes: Scope, Tunability, and Predictability》.Electric Literature of C7H2ClF3N2 The article contains the following contents:

Radical addition processes can be ideally suited for the direct functionalization of heteroaromatic bases, yet these processes are only sparsely used due to the perception of poor or unreliable control of regiochem. A systematic investigation of factors affecting the regiochem. of radical functionalization of heterocycles using alkylsulfinate salts revealed that certain types of substituents exert consistent and additive effects on the regioselectivity of substitution. This allowed us to establish guidelines for predicting regioselectivity on complex π-deficient heteroarenes, including pyridines, pyrimidines, pyridazines, and pyrazines. Since the relative contribution from opposing directing factors was dependent on solvent and pH, it was sometimes possible to tune the regiochem. to a desired result by modifying reaction conditions. This methodol. was applied to the direct, regioselective introduction of iso-Pr groups into complex, biol. active mols., such as diflufenican (I; R = H → R = iso-Pr) and nevirapine (II; R = H → R = iso-Pr). In the experimental materials used by the author, we found 6-Chloro-2-(trifluoromethyl)nicotinonitrile(cas: 1245913-20-5Electric Literature of C7H2ClF3N2)

6-Chloro-2-(trifluoromethyl)nicotinonitrile(cas: 1245913-20-5) belongs to pyridine. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. As ligands, solvents, and catalysts they facilitate reactions; thus descriptions of these new ligands and their applications abound each year.Electric Literature of C7H2ClF3N2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

See, Cheng Shang; Kitagawa, Mayumi; Liao, Pei-Ju; Lee, Kyung Hee; Wong, Jasmine; Lee, Sang Hyun; Dymock, Brian W. published their research in European Journal of Medicinal Chemistry on August 5 ,2018. The article was titled 《Discovery of the cancer cell selective dual acting anti-cancer agent (Z)-2-(1H-indol-3-yl)-3-(isoquinolin-5-yl)acrylonitrile (A131)》.Application of 89245-35-2 The article contains the following contents:

Selective targeting of cancer cells over normal cells is a key objective of targeted therapy. However few approaches achieve true mechanistic selectivity resulting in debilitating side effects and dose limitation. In this work we describe the discovery of A131 (4a), a new agent with an unprecedented dual mechanism of action targeting both mitosis and autophagy. Compound 4a was first identified in a phenotypic screen in which HeLa cells treated with 4a manifested mitotic arrest along with formation of multiple vesicles. Further investigations showed that 4a causes an increase in mitotic marker pH3 and autophagy marker LC3. Importantly 4a induces cell death in cancer cells while sparing normal cells which regrow after 4a is removed. Dual activities against pH3 and LC3 markers are required for cancer cell selectivity. An extensive SAR investigation confirmed 4a as the optimal dual inhibitor with potency against a panel of 30 cancer cell lines (average antiproliferative GI50 1.5μM). In a mouse model of paclitaxel-resistant colon cancer, 4a showed 74% tumor growth inhibition when administered at a dose of 20mg/kg IP twice a day. After reading the article, we found that the author used 2-(4-Bromo-3-indolyl)acetonitrile(cas: 89245-35-2Application of 89245-35-2)

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 of 89245-35-2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ye, Jian-Heng; Bellotti, Peter; Heusel, Corinna; Glorius, Frank published an article on February 21 ,2022. The article was titled 《Photoredox-Catalyzed Defluorinative Functionalizations of Polyfluorinated Aliphatic Amides and Esters》, and you may find the article in Angewandte Chemie, International Edition.Product Details of 1403850-00-9 The information in the text is summarized as follows:

A new catalytic approach to the selective functionalization of strong C-F bonds in polyfluorinated aliphatic esters and amides was reported. This simple reaction proceeded in mild and operational fashion with divergent conversions, including hydrodefluorination, defluoroalkylation and defluoroalkenylation, affording a diverse array of important partially fluorinated motifs. Straightforward downstream chem. towards fluorinated alcs., amines and drug derivatives highlights the potential of the protocol. The experimental process involved the reaction of 2,4,6-Tris(diphenylamino)-3,5-difluorobenzonitrile(cas: 1403850-00-9Product Details of 1403850-00-9)

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.Product Details of 1403850-00-9

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2017,Wang, Shao-Feng; Cao, Xiao-Ping; Li, Yang published 《Efficient Aryl Migration from an Aryl Ether to a Carboxylic Acid Group To Form an Ester by Visible-Light Photoredox Catalysis》.Angewandte Chemie, International Edition published the findings.Category: nitriles-buliding-blocks The information in the text is summarized as follows:

The authors have developed a highly efficient aryl migration from an aryl ether to a carboxylic acid group through retro-Smiles rearrangement by visible-light photoredox catalysis at ambient temperature Transition metals and a stoichiometric oxidant and base are avoided in the transformation. Inspired by the high efficiency of this transformation and the fundamental importance of C-O bond cleavage, the authors developed a novel approach to the C-O cleavage of a biaryl ether to form two phenolic compounds, as demonstrated by a 1-pot, two-step gram-scale reaction under mild conditions. The aryl migration exhibits broad scope and can be applied to the synthesis of pharmaceutical compounds, such as guacetisal. Primary mechanistic studies indicate that the catalytic cycle occurs by a reductive quenching pathway.4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Category: nitriles-buliding-blocks) was used in this study.

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