Category: nitriles-buliding-blocks

Formula: C9H7NOIn 2020 ,《Transition-Metal-Free Synthesis of Pyridine Derivatives by Thermal Cyclization of N-Propargyl Enamines》 appeared in Synthesis. The author of the article were Chikayuki, Yuya; Miyashige, Takakane; Yonekawa, Shiori; Kirita, Akiko; Matsuo, Natsuko; Teramoto, Hiroyoshi; Sasaki, Shigeru; Higashiyama, Kimio; Yamauchi, Takayasu. The article conveys some information:

A transition-metal-free synthesis of pyridine derivatives by 6-endo-dig cyclization of N-propargyl enamines was developed. This method is environmentally friendly and is a high atom economy reaction that is easily accessed to provide pyridine derivatives in moderate to good yield by heating N-propargyl enamines in solvent without additives. The total synthesis of onychine was achieved in 51% yield in only two steps by using this method. The experimental process involved the reaction of 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Formula: C9H7NO)

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.Formula: C9H7NO

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2022,Kaya, Meltem; Demir, Sevde; Arici, Mursel; Wriedt, Mario; Yesilel, Okan Zafer published an article in Polyhedron. The title of the article was 《Synthesis, characterization, and optical properties of four coordination polymers with 3,5-dicarboxy-1-(4-cyanobenzyl)pyridin-1-ium bromide》.Safety of 4-Cyanobenzyl bromide The author mentioned the following in the article:

Four coordination polymers based on a new 3,5-dicarboxy-1-(4-cyanobenzyl)pyridin-1-ium bromide (H2cbpyBr), formulated as {[Mn(μ-cbpy)2]·2H2O}n (1), {[Co(μ-cbpy)2]·2H2O}n (2), {[Cu(μ-cbpy)2]·H2O}n (3) and {[Zn3(μ-cbpy)6]·6H2O}n (4) were synthesized and characterized by x-ray single-crystal, IR spectroscopy, powder diffraction, and elemental anal. X-ray diffraction anal. revealed that isostructural complexes 1, 2, and 4 displayed 1D structures while complex 3 exhibited 3D coordination polymer with 66-dia topol. In complexes 1, 2, and 4, the adjacent 1D chains were further assembled by π···π and C:N, π interactions into the 3D supramol. framework. Furthermore, optical properties for the compounds were calculated and thermal behaviors of all the complexes were studied at 30-1000°. In the experiment, the researchers used 4-Cyanobenzyl bromide(cas: 17201-43-3Safety of 4-Cyanobenzyl bromide)

4-Cyanobenzyl bromide(cas: 17201-43-3) is a white solid. Its melting point is 113-117°C, and flash point is 125.1°C. It is insoluble in water at 20°C. It is stable under normal temperatures and pressures. It should be stored at 0-5°C.Safety of 4-Cyanobenzyl bromide

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Long, Yang; Zheng, Yanling; Xia, Ying; Qu, Lang; Yang, Yuhe; Xiang, Haifeng; Zhou, Xiangge published an article in 2022. The article was titled 《Nickel-Catalyzed Synthesis of an Aryl Nitrile via Aryl Exchange between an Aromatic Amide and a Simple Nitrile》, and you may find the article in ACS Catalysis.Recommanded Product: 1194-02-1 The information in the text is summarized as follows:

A nickel-catalyzed synthesis of an aryl nitrile via aryl exchange between an aromatic amide and a simple nitrile was developed. By using cheap, easy-to-handle, and low-toxic 4-cyanopyridine as the cyanating source, cyanation of various aromatic amides afforded an assortment of aryl nitriles including bioactive drugs and organic luminescent mols. in good yields. The reaction exhibited wide substrate scope, good functional group tolerance, and unique selectivity that were complementary to traditional methods. Moreover, two key nickel complexes formed by oxidative addition to each substrate are obtained and determined by X-ray crystallog., which gave strong support for the mechanism elucidations. After reading the article, we found that the author used 4-Fluorobenzonitrile(cas: 1194-02-1Recommanded Product: 1194-02-1)

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Peng, Yi; Oestreich, Martin published an article in 2022. The article was titled 《B(C6F5)3-Catalyzed Reductive Denitrogenation of Benzonitrile Derivatives》, and you may find the article in Organic Letters.SDS of cas: 1194-02-1 The information in the text is summarized as follows:

A B(C6F5)3-catalyzed reductive denitrogenation of aromatic nitriles ArCN (Ar = 4-fluorophenyl, phenanthren-9-yl, 1-benzothiophen-5-yl, etc.) is reported, achieving the metal-free transformation of a cyano into a Me group in a single synthetic operation. Tris(phenylsilyl)amine is liberated as the nitrogen-containing byproduct. On the basis of control experiments as well as a NMR spectroscopic anal., SN1-type mechanism involving a trisilylammonium ion as a key intermediate is proposed. In the experimental materials used by the author, we found 4-Fluorobenzonitrile(cas: 1194-02-1SDS of cas: 1194-02-1)

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《A Complementary C-H Functionalization Mode of Benzoylacetonitriles: Computer-Augmented Study of a Regio- and Stereoselective Synthesis of Functionalized Benzofulvenes》 was published in Organic Letters in 2020. These research results belong to Song, Xia; Do Doan, Bao Nguyen; Zhang, Xinying; Lee, Richmond; Fan, Xuesen. Category: nitriles-buliding-blocks The article mentions the following:

A highly regio- and stereoselective synthesis of functionalized benzofulvenes via Rh(III)-catalyzed cascade reactions of benzoyl acetonitrile/methylsulfone/acetate with propargyl alcs. is presented herein. Mechanistic modeling performed with d. functional theory (DFT) calculations suggested that the hydroxyl group and CsOAc played important roles in mediating the 5-membered ring cyclization by forming a very thermodynamically stable Rh(III) intermediate. Another remarkable feature of this transformation is its excellent stereoselectivity in that only E-isomers are obtained. In the experiment, the researchers used many compounds, for example, 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Category: nitriles-buliding-blocks)

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.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Synthesis of PI3K inhibitor GDC-0077 via a stereocontrolled N-arylation of α-amino acids》 were Han, Chong; Kelly, Sean M.; Cravillion, Theresa; Savage, Scott J.; Nguyen, Tina; Gosselin, Francis. And the article was published in Tetrahedron in 2019. Category: nitriles-buliding-blocks The author mentioned the following in the article:

An efficient synthesis of PI3K inhibitor GDC-0077, featuring two consecutive Cu-catalyzed C-N coupling reactions, is reported. The described synthetic route involves a chemoselective Ullmann-type coupling of a chiral difluoromethyl-substituted oxazolidinone, a Cu-catalyzed N-arylation of L-alanine with high stereochem. integrity, and a high-yielding final amide bond formation step to produce GDC-0077 in >99.5 area % HPLC purity. In the experiment, the researchers used 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Category: nitriles-buliding-blocks)

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2022,Zheng, Haoteng; Xiao, Qinjie; Mao, Feiying; Wang, Anming; Li, Mu; Wang, Qiuyan; Zhang, Pengfei; Pei, Xiaolin published an article in RSC Advances. The title of the article was 《Programing a cyanide-free transformation of aldehydes to nitriles and one-pot synthesis of amides through tandem chemo-enzymatic cascades》.Safety of 2-Bromobenzonitrile The author mentioned the following in the article:

In this work, a greener chemo-enzymic cascade to synthesize alky and aryl nitriles RCN (R = Ph, Bn, pentyl, furan-2-yl, etc.) from readily accessible aldehydes RCHO, that were further transformed into corresponding amides RC(O)NH2 via an artificial enzyme cascade was reported. A biphasic reaction system was designed to bridge chem. synthesis and enzymic catalysis through simple phase separation The biphasic system mainly perfectly avoided the inactivation of hydroxylamine on aldoxime dehydratase from Pseudomonas putida (OxdF1) and nitrile hydratase from Aurantimonas manganoxydans ATCC BAA-1229 (NHase1229). For the synthesis of various nitriles, moderate isolation yields of approx. 60% were obtained by the chemo-enzymic cascade. Interestingly, two seemingly conflicting reactions of dehydration and hydration were sequentially proceeded to synthesize amides by the synergistic catalysis of OxdF1 and NHase1229 in E. coli cells. An isolation yield of approx. 62% was achieved for benzamide at the one-liter scale. In addition, the shuttle transport of substrates and products between two phases is convenient for the product separation and n-hexane recycling. Thus, the chemo-enzymic cascade shows a potential application in the cyanide-free and large-scale synthesis of nitriles and amides. In the part of experimental materials, we found many familiar compounds, such as 2-Bromobenzonitrile(cas: 2042-37-7Safety of 2-Bromobenzonitrile)

2-Bromobenzonitrile(cas: 2042-37-7) belongs to a group of ortho-substituted bromobenzenes that have varying hepatotoxicity effects in the presence of rat liver microsomes in vitro. 2-Bromobenzonitrile is also used as a starting material to synthesize novel benzothiophene derivatives that were found to exhibit antibacterial and antifungal activity.Safety of 2-Bromobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2022,Plakas, Konstantinos; Kalogirou, Andreas S.; Kourtellaris, Andreas; Koutentis, Panayiotis A. published an article in Molbank. The title of the article was 《Reaction of 4,5-Dichloro-1,2,3-dithiazolium Chloride with 2-(Phenylsulfonyl)acetonitrile》.Recommanded Product: 614-16-4 The author mentioned the following in the article:

The reaction of 4,5-dichloro-1,2,3-dithiazolium chloride with nitriles (1 equiv) in the presence of pyridine (2 equiv) gave S-(3-chloro-5-cyanoisothiazol-4-yl)benzenesulfonothioate I in 19% and (Z)-2-(5H-1,2,3-dithiazol-5-ylidene)-2-acetonitriles II [R = CN, CO2Me, CO2Et, etc.] were reported. The compounds were fully characterized and the mechanistic rationale was proposed for the formation of the benzensulfonate. In addition to this study using 3-Oxo-3-phenylpropanenitrile, there are many other studies that have used 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Recommanded Product: 614-16-4) 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.Recommanded Product: 614-16-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2022,Jia, Fan; He, Jing; Wei, Yueting; Liu, Yan; Gu, Yanlong; Vaccaro, Luigi; Liu, Ping published an article in Molecular Catalysis. The title of the article was 《C4-Sulfenylation of 4-iodine-1H-pyrazole-5-amine with arylsulfonyl hydrazide in water》.Category: nitriles-buliding-blocks The author mentioned the following in the article:

A C4-sulfenylation of 4-iodine-1H-pyrazole-5-amine with arylsulfonyl hydrazide in water was developed. A series of C4-sulfenylated products I [R = t-Bu, Ph, 4-ClC6H4, etc.; Ar = Ph, 4-MeC6H4, 3-BrC6H4, etc.] were obtained in moderate to excellent yields. This protocol featured green reaction conditions (metal-free, water as the solvent, in the air), odorless and easily available sulfur reagent, broad substrate scope as well as gram-scale synthesis. Mechanistic studies showed that the in-situ formation of iodine from 4-iodine-1H-pyrazole-5-amine in the presence of aryl sulfonyl hydrazides was the key to the C4-Sulfenylation. After reading the article, we found that the author used 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Category: nitriles-buliding-blocks)

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.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2022,Xue, Gaijun; Xie, Fukai; Liang, Hongliang; Chen, Guoliang; Dai, Wen published an article in Organic Letters. The title of the article was 《Copper-Catalyzed Oxidative C-C Bond Cleavage of Alkyl-(Hetero)arenes Enabling Direct Access to Nitriles》.Name: 4-Fluorobenzonitrile The author mentioned the following in the article:

The cleavage and functionalization of C-C bonds has emerged as a powerful tool for discovery of new transformations. Herein, authors report a protocol that enables direct synthesis of nitriles via copper-catalyzed oxidative cleavage and cyanation of C-C bonds in a wide variety of multicarbon alkyl-substituted (hetero)arenes. Detailed mechanistic studies reveal that a tandem oxidative process is involved in this transformation. In addition to this study using 4-Fluorobenzonitrile, there are many other studies that have used 4-Fluorobenzonitrile(cas: 1194-02-1Name: 4-Fluorobenzonitrile) 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.Name: 4-Fluorobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts