Tag: 100-200

Indolizy Carbene Ligand. Evaluation of Electronic Properties and Applications in Asymmetric Gold(I) Catalysis was written by Martinez, Thibaut;Vanitcha, Avassaya;Troufflard, Claire;Vanthuyne, Nicolas;Forte, Jeremy;Gontard, Geoffrey;Lemiere, Gilles;Mouries-Mansuy, Virginie;Fensterbank, Louis. And the article was included in Angewandte Chemie, International Edition in 2021.Synthetic Route of C12H9NO This article mentions the following:

We report herein a new family of carbene ligands based on an indolizine-ylidene (Indolizy) moiety. The corresponding gold(I) complexes are easily obtained from the gold(I)-promoted cyclization of allenylpyridine precursors. Evaluation of the electronic properties by exptl. methods and also by DFT calculations confirms strong σ-donating and π-accepting properties of these ligands. Cationization of the gold(I) complexes generates catalytic species that trigger diverse reactions of (poly)unsaturated precursors. When armed with a methylene phosphine oxide moiety on the stereogenic center adjacent to the nitrogen atom, the corresponding bifunctional carbene ligands give rise to highly enantioselective heterocyclizations. DFT calculations brought some rationalization and highlighted the critical roles played by the phosphine oxide group and the tosylate anion in the asym. cyclization of γ-allenols. In the experiment, the researchers used many compounds, for example, Phenyl(pyridin-2-yl)methanone (cas: 91-02-1Synthetic Route of C12H9NO).

Phenyl(pyridin-2-yl)methanone (cas: 91-02-1) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Synthetic Route of C12H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Azomethines containing electron-attracting substituents. V. (2 + 4) Cycloaddition of p-tosylisonitrosomalonodinitrile. Scope and mechanism of the reaction was written by Fleury, Jean Pierre;Desbois, Michel;See, Jacqueline. And the article was included in Bulletin de la Societe Chimique de France in 1978.COA of Formula: C7H6N2 This article mentions the following:

Tetrahydropyridines I (R = H; R¹ = H, Me, Ph; R²-R⁴ = H, Me) were obtained by treating 4-MeC₆H₄SO₃N:C(CN)₂ with R¹CH:CR²CR³:CHR⁴ under reflux; C₆H₆ thermolysis of I in EtOH gave the pyridines II. I (R = R¹ = R³ = Me, R² = R⁴ = H) was similarly prepared The azabicyclooctenes III (R⁵ = 4-MeC₆H₄SO₂, 4-O₂NC₆H₄CO, Bz) were similarly obtained from 1,3-cyclohexadiene and RON:C(CN)₂. In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4COA of Formula: C7H6N2).

4-Methylpicolinonitrile (cas: 1620-76-4) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.COA of Formula: C7H6N2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Dissolution, regeneration and ion-gel formation of agarose in room-temperature ionic liquids was written by Singh, Tejwant;Trivedi, Tushar J.;Kumar, Arvind. And the article was included in Green Chemistry in 2010.Reference of 125652-55-3 This article mentions the following:

The suitability of several ionic liquids, containing imidazolium or pyridinium cations with different alkyl chains and anions ranging from small hydrogen-bond acceptors to those of a large and non-coordinating nature, has been tested for solubilization of a widely used biopolymer, agarose. The solubility of agarose was found to depend on both the nature of anion and amphiphilicity of the cation. Dissolved agarose was regenerated using methanol, and ionic liquids were recovered and recycled for different experiments Regenerated agarose largely maintained the features of native agarose in terms of mol. weight, polydispersity, thermal stability and crystallinity but varied slightly in conformation preferences. Subsequently, agarose-based highly conducting soft ion-gels having small thermal hysteresis were prepared and characterized. Such ion-gels have possible applications as electrochem. devices. In the experiment, the researchers used many compounds, for example, 1-Butyl-3-methylpyridinium Chloride (cas: 125652-55-3Reference of 125652-55-3).

1-Butyl-3-methylpyridinium Chloride (cas: 125652-55-3) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Reference of 125652-55-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electronic absorption spectra and effect of solvents on electronic transitions of 3-hydroxy-6-methyl-2-nitropyridine was written by Yadav, B. S.;Kumaryadav, Amit;Chand, Subhash;Seema;Siddiqui, I. A.. And the article was included in Oriental Journal of Chemistry in 2006.Name: 3-Hydroxy-6-methyl-2-nitropyridine This article mentions the following:

UV spectra have been recorded in different polar solvents in the region 400-200 nm. The solvent effect on the electronic transitions of 3-hydroxy-6-methyl-2-nitropyridine is discussed. In the experiment, the researchers used many compounds, for example, 3-Hydroxy-6-methyl-2-nitropyridine (cas: 15128-90-2Name: 3-Hydroxy-6-methyl-2-nitropyridine).

3-Hydroxy-6-methyl-2-nitropyridine (cas: 15128-90-2) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol� in pyridine vs. 150 kJ·mol� in benzene). Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Name: 3-Hydroxy-6-methyl-2-nitropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Highly Regio-, Diastereo-, and Enantioselective C-H Insertions of Methyl Aryldiazoacetates into Cyclic N-Boc-Protected Amines. Asymmetric Synthesis of Novel C₂-Symmetric Amines and threo-Methylphenidate was written by Davies, Huw M. L.;Hansen, Tore;Hopper, Darrin W.;Panaro, Stephen A.. And the article was included in Journal of the American Chemical Society in 1999.Product Details of 85838-94-4 This article mentions the following:

The reaction of cyclic N-Boc-protected amines (e.g., N-Boc-pyrrolidine, -piperidine, and -1,2,3,6-tetrahydropyridine) with aryldiazoacetates R¹C(:N₂)CO₂Me (R¹ = Ph, p-ClC₆H₄, p-MeC₆H₄, 2-naphthyl, p-MeOC₆H₄) catalyzed by Rh₂(S-DOSP)₄ or Rh₂(S-biDOSP)₂ [DOSP = N-[(4-dodecylphenyl)sulfonyl]prolinate] is proposed as a method for the asym. synthesis of chiral amines I and II and threo-methylphenidate (Ritalin). Thus C-H insertions with the above aryldiazoacetates can be achieved with high regio-, diastereo-, and enantioselectivity. These carbenoids are particularly selective toward C-H insertions into methylene groups adjacent to an amide nitrogen. In the experiment, the researchers used many compounds, for example, tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate (cas: 85838-94-4Product Details of 85838-94-4).

tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate (cas: 85838-94-4) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Product Details of 85838-94-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Germanium Hydride Catalyzed Selective Hydroboration and Cyanosilylation of Ketones was written by Khuntia, Anwesh Prasad;Sarkar, Nabin;Patro, A. Ganesh;Sahoo, Rajata Kumar;Nembenna, Sharanappa. And the article was included in European Journal of Inorganic Chemistry in 2022.Application In Synthesis of Phenyl(pyridin-2-yl)methanone This article mentions the following:

Two new examples of β-diketiminate or NacNac analogs, i. e., conjugated bis-guanidinate (CBG) stabilized low valent germanium chloride (1) and germanium hydride (2) complexes, are reported. Deprotonation of LH upon treatment with n-BuLi and an in situ generated LLi further treated with GeCl₂·dioxane afforded LGeCl in 79% yield. Compound 1 reacted with hydride source NaHBEt₃ in toluene, afforded Ge (II) hydride (2) in 76% yield. Both compounds 1 and 2 were characterized by NMR and mass spectroscopic methods. Further, germanium hydride catalyzed hydroboration and cyanosilylation of a wide range of ketones have been investigated. Control reactions suggest hydroboration reactions occurred via insertion and Ge-O/B-H bond metathesis pathways. It is worthy of mentioning that, in the case of hydroboration of ketones, reducible groups such as alkene, alkyne, halide, ester, nitro, and heterocycles were untouched. Furthermore, compound 2 was employed for the reduction of carbonate, formate, and anhydride substrates via the hydroboration technique. In the experiment, the researchers used many compounds, for example, Phenyl(pyridin-2-yl)methanone (cas: 91-02-1Application In Synthesis of Phenyl(pyridin-2-yl)methanone).

Phenyl(pyridin-2-yl)methanone (cas: 91-02-1) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Application In Synthesis of Phenyl(pyridin-2-yl)methanone

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Transition-Metal-Free Oxidation of Benzylic C-H Bonds of Six-Membered N-Heteroaromatic Compounds was written by Gao, Xianying;Han, Shuaijun;Zheng, Maolin;Liang, Apeng;Li, Jingya;Zou, Dapeng;Wu, Yusheng;Wu, Yangjie. And the article was included in Journal of Organic Chemistry in 2019.Application In Synthesis of 4-Methylpicolinonitrile This article mentions the following:

A novel oxidation of benzylic C-H bonds for the synthesis of diverse six-membered N-heteroaromatic aldehydes and ketones was developed. The obvious advantages of this approach are the simple operation, mild reaction conditions, and without use of toxic reagent and transition metal. The present method should provide a useful access for the synthesis and modification of N-heterocycles. In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4Application In Synthesis of 4-Methylpicolinonitrile).

4-Methylpicolinonitrile (cas: 1620-76-4) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Application In Synthesis of 4-Methylpicolinonitrile

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Comparative study of palladium(II) complexes bearing tridentate ONS and NNS Schiff base ligands: Synthesis, characterization, DFT calculation, DNA binding, bioactivities, catalytic activity, and molecular docking was written by Singh, Anmol;Priya Gogoi, Himadri;Barman, Pranjit. And the article was included in Polyhedron in 2022.HPLC of Formula: 91-02-1 This article mentions the following:

Two palladium (II) Schiff base complexes were prepared by using equivalent molar of Schiff base ligand [L¹ = (E)-2-(((2-(benzylthio)phenyl)imino)methyl)naphthalen-1-ol and L² = (E)-N-(2-(benzylthio)phenyl)-1-phenyl-1-(pyridin-2-yl)methanimine] and sodium tetrachloropalladate. The structure of ligands and complexes were characterized by physicochem. and spectroscopic analyses. The results suggested that the Pd(II) complexes have a distorted square planar geometry when coordinated to the tridentate ONS from L¹ and the NNS donor ligand from L². Electronic absorption and spectrofluorometric measurements were employed to investigate the DNA binding of ligands and their associated complexes with CT-DNA. DFT calculations were used to optimize the geometric structures and calculate the electronic and structural properties of the synthesized compounds NBO anal. was also performed in combination with the TD-DFT method. Moreover, to study the reactivity and bioactivity, the synthesized compounds were tested for in-vitro antioxidant activity by utilizing the DPPH method, in-vitro anti-inflammatory activity using protein denaturation method, and in-vitro anti-diabetic activity employing α-glucosidase and α-amylase enzymes. The results reflect that PdL¹ is more biol. potent than PdL² or other related palladium complexes, as discussed in the literature. The binding mechanism of the synthesized compounds with CT-DNA, α-glucosidase, and α-amylase, was investigated using mol. docking experiments In addition to these, the catalytic activity of palladium metal complexes (PdL¹ and PdL²) was evaluated for the Suzuki-Miyaura reaction for comparisons. In the experiment, the researchers used many compounds, for example, Phenyl(pyridin-2-yl)methanone (cas: 91-02-1HPLC of Formula: 91-02-1).

Phenyl(pyridin-2-yl)methanone (cas: 91-02-1) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. HPLC of Formula: 91-02-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Scale-Up Synthesis of IID572: A New β-Lactamase Inhibitor was written by Furegati, Markus;Nocito, Sandro;Reck, Folkert;Casarez, Anthony;Simmons, Robert;Schuetz, Heiner;Koch, Guido. And the article was included in Organic Process Research & Development in 2020.Reference of 59718-84-2 This article mentions the following:

The new potentially best-in-class β-lactamase inhibitor IID572 (I) was discovered by a late stage functionalization approach. An alternative synthesis was developed to satisfy the short-term material need for toxicol. studies in animals. The new synthetic strategy was built on two key features, an intramol. azomethine ylide [3+2] cycloaddition that allowed the efficient formation of mol. complexity from readily available starting materials and an enzymic resolution that resulted in high optical purity of a key intermediate. In the experiment, the researchers used many compounds, for example, Methyl 3-methylpicolinate (cas: 59718-84-2Reference of 59718-84-2).

Methyl 3-methylpicolinate (cas: 59718-84-2) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Reference of 59718-84-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reaction of pyridine 1-oxides with benzyne. β-Hydroxyarylation of pyridines via {σ2s + π2a + π4s rearrangements was written by Abramovitch, Rudolph A.;Shinkai, Ichiro. And the article was included in Journal of the American Chemical Society in 1974.Synthetic Route of C7H9NO This article mentions the following:

Pyridine 1-oxides react with benzyne to give mainly the corresponding 3-(ο-hydroxyphenyl)-pyridines via a novel [σ2s + π2a + π4s] rearrangement. If the pyridine β-positions are blocked 3,5-disubstituted 2-(ο-hydroxyphenyl) pyridines are formed. Unusual dihydropyridine intermediates leading to the latter compounds were isolated and characterized. Addnl. evidence for a 2,3-dihydropyridine intermediate I (R = R1 = Me) was adduced from the reaction of 3,5-dichloropyridine 1-oxide with benzyne which led to 3-chloropyrido[3,2-b]benzofurn I (R = H, R1 = Me) in good yield. In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Synthetic Route of C7H9NO).

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Synthetic Route of C7H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem