Category: 36057-44-0

Enantioselective Construction of Trifluoromethoxylated Stereogenic Centers by a Nickel-Catalyzed Asymmetric Suzuki-Miyaura Coupling of Secondary Benzyl Bromides was written by Huang, Weichen;Wan, Xiaolong;Shen, Qilong. And the article was included in Angewandte Chemie, International Edition in 2017.Related Products of 36057-44-0 This article mentions the following:

Trifluoromethoxy-substituted stereogenic centers I [R = 4-C(O)OCH₃, C(O)CH₃, NO₂, CN, 3,5-(Br)₂; Ar = C₆H₅, C₆H₄CH=CH₂, [3-(morpholin-4-yl)phenyl], naphthalen-2-yl, etc.] can be constructed with high enantioselectivity by a nickel-catalyzed Suzuki-Miyaura coupling of readily available 浼?bromobenzyl trifluoromethyl ethers RC₆H₄(OCF₃)Br with a variety of aryl pinacol boronates II. The coupling proceeds under mild reaction conditions, and a variety of common functional groups, such as fluoride, chloride, bromide, ester, enolizable ketone, nitro, cyano, amino, and vinyl moieties, were well tolerated. Furthermore, the reaction can be easily scaled up to gram quantities without a decrease in enantioselectivity. In the experiment, the researchers used many compounds, for example, 4-methoxypicolinonitrile (cas: 36057-44-0Related Products of 36057-44-0).

4-methoxypicolinonitrile (cas: 36057-44-0) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. 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.Related Products of 36057-44-0

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Selectively Oxidative Thiolysis of Nitriles into Primary Thioamides and Insecticidal Application was written by Huang, Zhuo-Bin;Guo, Xue-Ying;Huang, Zi-Hao;Li, Ming-Hua;Dong, Shou-Cheng;Tang, Ri-Yuan. And the article was included in Asian Journal of Organic Chemistry in 2020.Product Details of 36057-44-0 This article mentions the following:

Primary thioamides were useful building blocks for drug and insecticide development, therefore an environmentally benign synthesis of primary thioamides was desired. An oxidative thiolysis for the selective transformation of nitriles into primary thioamides using elemental sulfur or thiuram in the presence of K₂S₂O₈ in DMF/H₂O was discussed. This practical method enables access to a wide range of synthetically and pharmaceutically useful primary thioamides. Advantages of this reaction include transition-metal-free and base-free reaction conditions, use of an environmentally benign solvent (DMF/H₂O) system, the use of non-toxic elemental sulfur or thiuram as the sulfur sources, and good functional groups tolerances with excellent selectivity. Furthermore, the insecticide Fipronil was also converted to the corresponding thioamide and maintains excellent bioactivity against P. xylostella. The LC₅₀ value of Fipronil thioamide was 1.25 mg/L. In the experiment, the researchers used many compounds, for example, 4-methoxypicolinonitrile (cas: 36057-44-0Product Details of 36057-44-0).

4-methoxypicolinonitrile (cas: 36057-44-0) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. 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.Product Details of 36057-44-0

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Aluminum-Catalyzed Asymmetric Alkylations of Pyridyl-Substituted Alkynyl Ketones with Dialkylzinc Reagents was written by Friel, Donna K.;Snapper, Marc L.;Hoveyda, Amir H.. And the article was included in Journal of the American Chemical Society in 2008.Recommanded Product: 36057-44-0 This article mentions the following:

Alkylations of pyridyl-substituted ynones with Et₂Zn and Me₂Zn, promoted by amino acid-based chiral ligands in the presence of Al-based alkoxides, afford tertiary propargyl alcs. efficiently in 57% to >98% ee. Two easily accessible chiral ligands are identified as optimal for reactions of the two dialkylzinc reagents. Catalytic alkylations with Et₂Zn require a chiral ligand carrying two amino acid moieties (valine and phenylalanine) along with a p-trifluoromethylphenylamide C-terminus. In contrast, reactions with Me₂Zn are most effectively promoted in the presence of a chiral ligand containing a single amino acid (benzyl cysteine), capped by an n-butylamide. Enantiomerically enriched tertiary alcs. bearing a pyridyl and an alkyne substituent can be functionalized in a variety of manners to furnish a wide range of difficult-to-access acyclic and heterocyclic structures; two noteworthy examples are Cu-catalyzed protocols for conversion of tertiary propargyl alcs. to enantiomerically enriched tetrasubstituted allenes and bicyclic amides that bear an N-substituted quaternary carbon stereogenic center. Mechanistic models that account for the trends and enantioselectivity levels are provided. In the experiment, the researchers used many compounds, for example, 4-methoxypicolinonitrile (cas: 36057-44-0Recommanded Product: 36057-44-0).

4-methoxypicolinonitrile (cas: 36057-44-0) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Recommanded Product: 36057-44-0

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

An improved synthesis of homoproline and derivatives was written by Shuman, Robert T.;Ornstein, Paul L.;Paschal, Jonathan W.;Gesellchen, Paul D.. And the article was included in Journal of Organic Chemistry in 1990.HPLC of Formula: 36057-44-0 This article mentions the following:

Homoproline derivatives I (R = 3-Me, 4-Me, 6-Me, 4-Et, 4-OMe, 4-CMe₃) were prepared from the corresponding pyridines II in 4 steps. A key step was the treatment of N-oxides III (R = same) with Me₃SiCN and Me₂NCOCl in CH₂Cl₂ to give nitriles IV (R = same). 5,6-Benzohomoprolines V (R¹ = H, Me) were also prepared In the experiment, the researchers used many compounds, for example, 4-methoxypicolinonitrile (cas: 36057-44-0HPLC of Formula: 36057-44-0).

4-methoxypicolinonitrile (cas: 36057-44-0) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. HPLC of Formula: 36057-44-0

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Catalyst development for organocatalytic hydrosilylation of aromatic ketones and ketimines was written by Malkov, Andrei V.;Stewart-Liddon, Angus J. P.;McGeoch, Grant D.;Ramirez-Lopez, Pedro;Kocovsky, Pavel. And the article was included in Organic & Biomolecular Chemistry in 2012.HPLC of Formula: 36057-44-0 This article mentions the following:

A new family of Lewis basic 2-pyridyloxazolines have been developed, which can act as efficient organocatalysts for the enantioselective reduction of prochiral aromatic ketones and ketimines with trichlorosilane, a readily available and inexpensive reagent. 1-Isoquinolyloxazoline, derived from mandelic acid, was identified as the most efficient catalyst of the series, capable of delivering high enantioselectivities in the reduction of both ketones (up to 94% ee) and ketimines (up to 89% ee). In the experiment, the researchers used many compounds, for example, 4-methoxypicolinonitrile (cas: 36057-44-0HPLC of Formula: 36057-44-0).

4-methoxypicolinonitrile (cas: 36057-44-0) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.HPLC of Formula: 36057-44-0

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Rhodium-Catalyzed Pyridine N-Oxide Assisted Suzuki-Miyaura Coupling Reaction via C(O)-C Bond Activation was written by Zhong, Jing;Long, Yang;Yan, Xufei;He, Shiyu;Ye, Runyou;Xiang, Haifeng;Zhou, Xiangge. And the article was included in Organic Letters in 2019.Application of 36057-44-0 This article mentions the following:

A rhodium-catalyzed Suzuki-Miyaura coupling reaction via C(O)-C bond activation to form 2-benzoylpyridine N-oxide derivatives is reported. Both the C(O)-C(sp²) and C(O)-C(sp³) bond could be activated during the reaction with yields up to 92%. The N-oxide moiety could be employed as a traceless directing group, leading to free pyridine ketones. In the experiment, the researchers used many compounds, for example, 4-methoxypicolinonitrile (cas: 36057-44-0Application of 36057-44-0).

4-methoxypicolinonitrile (cas: 36057-44-0) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Application of 36057-44-0

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reactions of N-aminopyridinium derivatives. XII. Nucleophilic reactions of N-aminopyridinium derivatives was written by Ohsawa, Akio;Hirobe, Masaaki;Okamoto, Toshihiko. And the article was included in Yakugaku Zasshi in 1972.Synthetic Route of C7H6N2O This article mentions the following:

Derivatives of N-aminopyridine were synthesized and these derivatives underwent reaction with nucleophilic reagents. Progress of this reaction depended on the activity of the reagents as a nucleophilic species, substituent effect of the substrate, and reaction conditions. Electron-withdrawing nature of the substituent on the amino group determines the activity of the substrate while that of the substituent on ring C determines the orientation of the reaction, the greater the electron-withdrawing nature of ring C the greater the orientation towards the 2-position. The reaction results in addition and (or) substitution reaction and the reaction can be explained without inconsistency by assuming the progress of this reaction in 2 steps of addition and liberation even when only a substitution product is obtained. Depending on whether the addition step is reversible or irreversible, each step will be controlled either by thermokinetics or by chem. kinetics, and orientation towards the 4- or 2-position will be determined by which of these forces would be stronger. In the experiment, the researchers used many compounds, for example, 4-methoxypicolinonitrile (cas: 36057-44-0Synthetic Route of C7H6N2O).

4-methoxypicolinonitrile (cas: 36057-44-0) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Synthetic Route of C7H6N2O

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthesis of Silicon-Stereogenic Silanols Involving Iridium-Catalyzed Enantioselective C-H Silylation Leading to a New Ligand Scaffold was written by Zhang, Hongpeng;Zhao, Dongbing. And the article was included in ACS Catalysis in 2021.HPLC of Formula: 36057-44-0 This article mentions the following:

Despite a growing focus on the construction of highly enantioenriched silicon-stereogenic organosilicon compounds, the enantioselective synthesis of silicon-stereogenic silanols through asym. catalysis remains a considerable challenge. Herein, we realized enantioselective construction of silicon-stereogenic diarylsilanols via an Ir-catalyzed C-H silylation of diarylsilanols along with stereospecific substitution or Tamao-Fleming oxidation This strategy gives rise to a class of chiral diol catalyst cores (PSiOLs). Transformation of PSiOLs led to the ligand possessing both Si and P-stereocenters, which is capable of inducing excellent enantioselectivity in the rhodium(I)-catalyzed conjugate 1,4-addition of aryl boronic acids to cyclohexenone. In the experiment, the researchers used many compounds, for example, 4-methoxypicolinonitrile (cas: 36057-44-0HPLC of Formula: 36057-44-0).

4-methoxypicolinonitrile (cas: 36057-44-0) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.HPLC of Formula: 36057-44-0

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Discovery of Tetrasubstituted Imidazolines as Potent and Selective Neuropeptide Y Y5 Receptor Antagonists: Reduced Human Ether-a-go-go Related Gene Potassium Channel Binding Affinity and Potent Antiobesity Effect was written by Sato, Nagaaki;Ando, Makoto;Ishikawa, Shiho;Jitsuoka, Makoto;Nagai, Keita;Takahashi, Hirobumi;Sakuraba, Aya;Tsuge, Hiroyasu;Kitazawa, Hidefumi;Iwaasa, Hisashi;Mashiko, Satoshi;Gomori, Akira;Moriya, Ryuichi;Fujino, Naoko;Ohe, Tomoyuki;Ishihara, Akane;Kanatani, Akio;Fukami, Takehiro. And the article was included in Journal of Medicinal Chemistry in 2009.Name: 4-methoxypicolinonitrile This article mentions the following:

A series of novel imidazoline derivatives was synthesized and evaluated as neuropeptide Y (NPY) Y5 receptor antagonists. Optimization of previously reported imidazoline leads, I and II, was attempted by introduction of substituents at the 5-position on the imidazoline ring and modification of the bis(4-fluorophenyl) moiety. A number of potent derivatives without human ether-a-go-go related gene potassium channel (hERG) activity were identified. Selected compounds, including III, were shown to have excellent brain and CSF permeability. Compound III displayed a suitable pharmacokinetic profile for chronic in vivo studies and potently inhibited D-Trp³⁴NPY-induced acute food intake in rats. Oral administration of III resulted in a potent reduction of body weight in a diet-induced obese mouse model. In the experiment, the researchers used many compounds, for example, 4-methoxypicolinonitrile (cas: 36057-44-0Name: 4-methoxypicolinonitrile).

4-methoxypicolinonitrile (cas: 36057-44-0) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.Name: 4-methoxypicolinonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts