Tag: 100-200

Synthesis of Homoallylic Alcohols with Acyclic Quaternary Centers through Co^III-Catalyzed Three-Component C-H Bond Addition to Internally Substituted Dienes and Carbonyls was written by Sun, Dongbang;Shen, Zican;Ellman, Jonathan A.. And the article was included in Angewandte Chemie, International Edition in 2019.HPLC of Formula: 4373-61-9 This article mentions the following:

An efficient Co^III-catalyzed three-component strategy to prepare homoallylic alcs. containing acyclic quaternary centers is disclosed. This transformation enables the introduction of two C-C σ bonds through C-H bond activation and sequential addition to internally substituted dienes and a wide range of aldehydes and activated ketones. Isoprene and other internally monosubstituted dienes are effective inputs, with the reaction proceeding with high diastereoselectivity for those substrate combinations that result in more than one stereogenic center. Moreover, the opposite relative stereochem. can be achieved by employing 1,2-disubstituted dienes. A mechanism for the transformation is proposed based upon the relative stereochem. of the products and studies with isotopically labeled starting materials. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9HPLC of Formula: 4373-61-9).

2-(m-Tolyl)pyridine (cas: 4373-61-9) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). 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. HPLC of Formula: 4373-61-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Highly Enantioselective Direct Asymmetric Reductive Amination of 2-Acetyl-6-Substituted Pyridines was written by Yamada, Masatoshi;Azuma, Kazuki;Yamano, Mitsuhisa. And the article was included in Organic Letters in 2021.Application of 91-02-1 This article mentions the following:

A highly direct asym. reductive amination of a variety of ketone substrates, including 2-acetyl-6-substituted pyridines, β-keto esters, β-keto amides, and 1-(6-methylpyridin-2-yl)propan-2-one, has been disclosed for the first time (94.6% to >99.9% ee). With ammonium trifluoroacetate as the nitrogen source, various chiral corresponding primary amines were prepared in excellent enantioselectivity and conversion in the presence of a com. available and inexpensive chiral catalyst, Ru(OAc)₂{(S)-binap}, under 0.8 MPa of hydrogen gas pressure. In the experiment, the researchers used many compounds, for example, Phenyl(pyridin-2-yl)methanone (cas: 91-02-1Application of 91-02-1).

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. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Application of 91-02-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Halogen Bonding Molecular Capsules was written by Dumele, Oliver;Trapp, Nils;Diederich, Francois. And the article was included in Angewandte Chemie, International Edition in 2015.Electric Literature of C7H9NO This article mentions the following:

Mol. capsules based solely on the interaction of halogen bonding (XB) were presented along with their host-guest binding properties in solution The first example of a well-defined four-point XB supramol. system was realized by decorating resorcin[4]arene cavitands with polarized halogen atoms for dimerization with tetra(4-pyridyl)-substituted resorcin[4]arene cavitands. NMR binding data for the F, Cl, Br, and I cavitands as the XB donor showed association constants (K_a) of up to 5370 Μ^-1(ΔG_283 K=-4.85 kcal mol^-1, for I), even in XB-competitive solvent, such as deuterated benzene/acetone/methanol (70:30:1) at 283 K, where comparable monodentate model systems show no association The XB capsular geometry was evidenced by two-dimensional HOESY NMR, and the thermodn. profile showed that capsule formation was enthalpically driven. Either 1,4-dioxane or 1,4-dithiane were encapsulated within each of the two sep. cavities within the XB capsule, with of up to K_a=9.0 10⁸ Μ^-2 (ΔG_283 K=-11.6 kcal mol^-1). In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Electric Literature of C7H9NO).

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) 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. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Electric Literature of C7H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Cobalt-Catalyzed C-H Allylation of Arenes with Allylic Amines was written by Yan, Rui;Yu, Hang;Wang, Zhong-Xia. And the article was included in Chinese Journal of Chemistry in 2021.Synthetic Route of C12H11N This article mentions the following:

A [Cp*Co(CO)I₂] effectively catalyzes pyridyl-directed C-H allylation of arenes with allylic amines (such as., N-allyl-N-methylaniline, N,N-diallylaniline, N-allylaniline, etc.) in the presence of AgOAc and CF₃COOAg. The reaction features ortho-position monoallylation of 2-pyridylarenes giving the allylated arenes in moderate to high yields. A range of functional groups including OMe, Me, Ph, F, Cl, Br, CF₃, C(O)Me, COOEt, and COOH groups are tolerated. Pyrimidyl-directed C-H allylation of arenes was also performed under the same conditions. Reaction of 2-phenylpyrimidine, 2-(4-methoxyphenyl)pyrimidine, and 2-(3-fluorophenyl)pyrimidine leads to a mixture of ortho-position mono- and bisallylation products I (R = H, 4-OMe, 3-F). Reaction of other 2-(substituted aryl)pyrimidines resulted in ortho-position monoallylation products. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Synthetic Route of C12H11N).

2-(m-Tolyl)pyridine (cas: 4373-61-9) 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. Synthetic Route of C12H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Water Soluble Coumarin Quaternary Ammonium Chlorides: Synthesis and Biological Evaluation was written by Karatas, Mert O.;Noma, Samir A. A.;Guerses, Canbolat;Balcioglu, Sevgi;Ates, Burhan;Alici, Buelent;Cakir, Uemit. And the article was included in Chemistry & Biodiversity in 2020.Computed Properties of C5H6ClN This article mentions the following:

In the present study, coumarin-bearing three pyridinium and three tetra-alkyl ammonium salts were synthesized. The compounds were fully characterized by 1H- and 13C-NMR, LC/MS and IR spectroscopic methods and elemental analyses. The cytotoxic properties of all compounds were tested against human liver cancer (HepG2), human colorectal cancer (Caco-2) and non-cancer mouse fibroblast (L-929) cell lines. Some compounds performed comparable cytotoxicity with standard drug cisplatin. Antibacterial properties of the compounds were tested against Gram-neg. Escherichia coli and Gram-pos. Bacillus subtilis bacteria, but the compounds did not have any antibacterial effect against both bacteria. Enzyme inhibitory properties of all compounds were tested on the activities of human carbonic anhydrase I and II, and xanthine oxidase. All compounds inhibited both enzymes more effectively than standard drugs, acetazolamide and allopurinol, resp. The biol. evaluation results showed that ionic and water soluble coumarin derivatives are promising structures for further investigations especially on enzyme inhibition field. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7Computed Properties of C5H6ClN).

Pyridinehydrochloride (cas: 628-13-7) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Computed Properties of C5H6ClN

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Arylsilane oxidation-new routes to hydroxylated aromatics was written by Bracegirdle, Sonia;Anderson, Edward A.. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2010.Application of 51834-97-0 This article mentions the following:

An efficient route to hydroxylated aromatics has been developed, via the oxidation of aryl organosilanes under functional group-tolerant and relatively mild conditions, using sub-stoichiometric amounts of fluoride promoters. In the experiment, the researchers used many compounds, for example, 5-Hydroxy-2-methoxylpyridine (cas: 51834-97-0Application of 51834-97-0).

5-Hydroxy-2-methoxylpyridine (cas: 51834-97-0) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Application of 51834-97-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Decarboxylative Olefination of Activated Aliphatic Acids Enabled by Dual Organophotoredox/Copper Catalysis was written by Tlahuext-Aca, Adrian;Candish, Lisa;Garza-Sanchez, R. Aleyda;Glorius, Frank. And the article was included in ACS Catalysis in 2018.Synthetic Route of C10H17NO2 This article mentions the following:

Herein, we demonstrate a dual organophotoredox/copper catalytic strategy toward challenging decarboxylative olefination processes proceeding in high yields and selectivities. This operationally simple method uses photoactive organic mols. and Cu(II)-complexes as catalysts to provide rapid access to a wide variety of olefins from inexpensive synthetic and biomass-derived carboxylic acids under mild light-mediated conditions. Mechanistic investigations suggest that the reaction rate for this process is controlled solely by the incident photon flux. In the experiment, the researchers used many compounds, for example, tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate (cas: 85838-94-4Synthetic Route of C10H17NO2).

tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate (cas: 85838-94-4) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. 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. Synthetic Route of C10H17NO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A counteranion triggered arylation strategy using diaryliodonium fluorides was written by Chan, L.;McNally, A.;Toh, Q. Y.;Mendoza, A.;Gaunt, M. J.. And the article was included in Chemical Science in 2015.Recommanded Product: 4783-68-0 This article mentions the following:

A mild and transition metal-free counteranion triggered arylation strategy was developed using diaryliodonium fluorides. The fluoride counteranion within the hypervalent iodonium species displayed unusual reactivity that activates a phenolic O-H bond leading to electrophilic O-arylation. A wide range of phenols and diaryliodonium salts were compatible with this transformation under remarkably mild conditions. Furthermore, this strategy demonstrated the compatibility of the arylation tactic with latent carbon nucleophiles. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Recommanded Product: 4783-68-0).

2-Phenoxypyridine (cas: 4783-68-0) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Recommanded Product: 4783-68-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Cu(I)/sucrose-catalyzed hydroxylation of arenes in water: the dual role of sucrose was written by Watanabe, Kohei;Takagi, Mio;Watanabe, Ayako;Murata, Shigeo;Takita, Ryo. And the article was included in Organic & Biomolecular Chemistry in 2020.SDS of cas: 51834-97-0 This article mentions the following:

A protocol for the hydroxylation of aryl halides catalyzed by copper(I) and sucrose in neat water was developed. The dual role of sucrose, the reaction pathway, and the high selectivity for hydroxylation were investigated using a combination of exptl. and theor. techniques. In the experiment, the researchers used many compounds, for example, 5-Hydroxy-2-methoxylpyridine (cas: 51834-97-0SDS of cas: 51834-97-0).

5-Hydroxy-2-methoxylpyridine (cas: 51834-97-0) 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. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.SDS of cas: 51834-97-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Pd-catalyzed oxidative acylation of 2-phenoxypyridines with alcohols via C-H bond activation was written by Kim, Minyoung;Sharma, Satyasheel;Park, Jihye;Kim, Mirim;Choi, Yeonhee;Jeon, Yukyoung;Kwak, Jong Hwan;Kim, In Su. And the article was included in Tetrahedron in 2013.Application of 4783-68-0 This article mentions the following:

A palladium-catalyzed oxidative acylation of 2-phenoxypyridines with benzylic and aliphatic alcs. via C-H bond activation is described. This protocol represents direct access to biol. active ortho-acylphenol derivatives, and provides new opportunities to use readily available alcs. as starting materials for catalytic acylation reactions. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Application of 4783-68-0).

2-Phenoxypyridine (cas: 4783-68-0) 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. 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 of 4783-68-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem