Category: 4373-61-9

Rh(III)-catalyzed diastereoselective C-H bond addition/cyclization cascade of enone tethered aldehydes was written by Boerth, Jeffrey A.;Ellman, Jonathan A.. And the article was included in Chemical Science in 2016.Product Details of 4373-61-9 This article mentions the following:

The Rh(III)-catalyzed cascade addition of a C-H bond across alkene and carbonyl 锜?bonds is reported. The reaction proceeds under mild reaction conditions with low catalyst loading. A range of directing groups were shown to be effective as was the functionalization of alkenyl in addition to aromatic C(sp²)-H bonds. When the enone and aldehyde electrophile were tethered together, cyclic 灏?hydroxy ketones with three contiguous stereocenters were obtained with high diastereoselectivity. The intermol. three-component cascade reaction was demonstrated for both aldehyde and imine electrophiles. Moreover, the first X-ray structure of a cationic Cp*Rh(III) enolate with interat. distances consistent with an 鐣?sup>3-bound enolate is reported. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Product Details of 4373-61-9).

2-(m-Tolyl)pyridine (cas: 4373-61-9) 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. Product Details of 4373-61-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Metal-free oxidative cyclization of acetophenones with diamines: a facile access to phenylpyridines was written by Sharma, Rohit;Patel, Neha;Vishwakarma, Ram A.;Bharatam, Prasad V.;Bharate, Sandip B.. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2016.Electric Literature of C12H11N This article mentions the following:

An efficient metal-free access to 2- and 3-phenylpyridines via oxidative coupling of acetophenones or phenylacetones with 1,3-diaminopropane has been described. The reaction involves shorter reaction time, excellent yields and a broad substrate scope. The reaction proceeds via the formation of imine, which further undergoes oxidative C-N bond cleavage, C-C bond formation and oxidation to give a pyridine skeleton. The quantum chem. calculations identified the transition state for the reaction and helped in tracing the reaction mechanism. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Electric Literature of C12H11N).

2-(m-Tolyl)pyridine (cas: 4373-61-9) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of 閳?8.7 鑴?10閳? cm3璺痬ol閳?.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ璺痬ol閳? in the liquid phase and 140.4 kJ璺痬ol閳? in the gas phase. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Electric Literature of C12H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electrolytic C-H Oxygenation via Oxidatively Induced Reductive Elimination in Rh Catalysis was written by Jin, Seongho;Kim, Jinwoo;Kim, Dongwook;Park, Jung-Woo;Chang, Sukbok. And the article was included in ACS Catalysis in 2021.Application In Synthesis of 2-(m-Tolyl)pyridine This article mentions the following:

Herein, the development of a Rh-catalyzed C-H acyloxylation under mild electrolytic conditions is described. Anodic oxidation of a key rhodacyclic carboxylate intermediate was found to enable the product-releasing C-O bond-forming reductive elimination process. An accumulation of carboxylate near the electrode surface was rationalized to further induce the desired C-O bond formation, allowing an ambient catalytic C-H oxygenation using stoichiometric amounts of readily accessible carboxylic acid coupling partners. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Application In Synthesis of 2-(m-Tolyl)pyridine).

2-(m-Tolyl)pyridine (cas: 4373-61-9) belongs to pyridine derivatives. Pyridine has a conjugated system of six 锜?electrons that are delocalized over the ring. The molecule is planar and, thus, follows the H鐪塩kel criteria for aromatic systems. 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. Application In Synthesis of 2-(m-Tolyl)pyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Orthogonal cross-coupling through intermolecular metathesis of unstrained C(aryl)-C(aryl) single bonds was written by Zhu, Jun;Zhang, Rui;Dong, Guangbin. And the article was included in Nature Chemistry in 2021.Recommanded Product: 4373-61-9 This article mentions the following:

Ruthenium-catalyzed reversible C-C single-bond metathesis reaction that allowed redox- and pH-neutral biaryl synthesis. Assisted by directing groups, unstrained homo-biaryl compounds underwent aryl exchanges to generate cross-biaryl products, catalyzed by a well-defined air-stable ruthenium(II) complex. Functional groups reactive under typical cross-coupling reactions, such as halogen, silyl and boronate moieties, were compatible under the metathesis conditions. Mechanistic studies disclosed an intriguing ‘olefin-metathesis-like’ pathway that involved an unexpected heptacoordinated, 18-electron closed-shell intermediate. The distinct reaction mode discovered here is expected to inspire the development of more general C-C single-bond metathesis and orthogonal cross-coupling reactions. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Recommanded Product: 4373-61-9).

2-(m-Tolyl)pyridine (cas: 4373-61-9) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of 閳?8.7 鑴?10閳? cm3璺痬ol閳?.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ璺痬ol閳? in the liquid phase and 140.4 kJ璺痬ol閳? in the gas phase. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C閳ユ弻 in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Recommanded Product: 4373-61-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Rhodium-Catalyzed Regioselective Synthesis of Isoindolium Salts from 2-Arylpyridines and Alkenes in Aqueous Medium under Oxygen was written by Upadhyay, Nitinkumar Satyadev;Jayakumar, Jayachandran;Cheng, Chien-Hong. And the article was included in Advanced Synthesis & Catalysis in 2016.Recommanded Product: 2-(m-Tolyl)pyridine This article mentions the following:

A highly regioselective synthesis of pyrido[2,1-a]isoindolium salts, e.g., I (X-rays single crystal structure shown), from 2-arylpyridines and two equivalent of electron-deficient alkenes catalyzed by rhodium is demonstrated. The reaction was carried out in aqueous medium at 110 鎺矯 using inexpensive oxygen as oxidant. Reverse aza-Michael addition of the isoindolium salt occurs when the salt was treated with base to give a 灏?disubstituted alkene product. A reaction mechanism involving an ortho C-H olefination of 2-arylpyridine by alkene, intramol. aza-Michael addition, deprotonation at the 灏?carbon of the alkene fragment followed by another Michael addition to give the final product is proposed. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Recommanded Product: 2-(m-Tolyl)pyridine).

2-(m-Tolyl)pyridine (cas: 4373-61-9) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the 锜?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 锜?bonds. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C閳ユ弻 in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Recommanded Product: 2-(m-Tolyl)pyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ruthenium(II)-catalyzed ortho-C-H arylation of diverse N-heterocycles with aryl silanes by exploiting solvent-controlled N-coordination was written by Nareddy, Pradeep;Jordan, Frank;Szostak, Michal. And the article was included in Organic & Biomolecular Chemistry in 2017.Formula: C12H11N This article mentions the following:

The first method for the direct, regioselective Ru(II)-catalyzed oxidative arylation of C-H bonds in diverse N-heterocycles, e.g., 1-phenyl-1H-pyrazole with aryl silanes 4-RC₆H₄Si(OMe)₃ (R = H, Me, Cl, etc.) by exploiting solvent-controlled N-coordination has been reported. The reaction takes advantage of the attractive features of organosilanes as coupling partners, providing proof of concept for N-directed Ru(II)-catalyzed C-H arylation. This novel, operationally-simple and versatile protocol utilizes the Ru(II)/CuF₂ reagent system in which CuF₂ serves as a dual activator/oxidant in non-coordinating solvents to accommodate for ligand N-coordination. This first Ru(II)-catalyzed N-directed Hiyama C-H arylation offers broad implications to achieve numerous C-H bond functionalizations by versatile ruthenium(II) catalysis manifold. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Formula: C12H11N).

2-(m-Tolyl)pyridine (cas: 4373-61-9) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the 锜?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 锜?bonds. 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. Formula: C12H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Rhodium(I)-catalysed decarbonylative direct C-H vinylation and dienylation of arenes was written by Xu, Jianbin;Chen, Changjun;Zhao, Haoqiang;Xu, Conghui;Pan, Yixiao;Xu, Xin;Li, Huanrong;Xu, Lijin;Fan, Baomin. And the article was included in Organic Chemistry Frontiers in 2018.Formula: C12H11N This article mentions the following:

Rh(I)-catalyzed decarbonylative direct C-H bond vinylation and dienylation of arenes with readily available acrylic acid and (E)-penta-2,4-dienoic acid under chelation assistance were developed for the first time. A significant effect of the ligand on the reactivity was observed with the bidentate phosphine ligand being optimal. This protocol was efficient under oxidant-free conditions to access synthetically valuable styrenes and 1-aryl-1,3-butadienes in high yields with a broad substrate scope and good functionality tolerance. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Formula: 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. 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.Formula: C12H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ru(II)-Catalyzed Direct C(sp²)-H Activation/Selenylation of Arenes with Selenyl Chlorides was written by Shu, Shiqi;Fan, Zhoulong;Yao, Qizheng;Zhang, Ao. And the article was included in Journal of Organic Chemistry in 2016.Name: 2-(m-Tolyl)pyridine This article mentions the following:

A new ruthenium catalytic system was developed for the construction of a C(sp²)-Se bond with the assistance of directing groups. This protocol features mild reaction conditions, wider substrate scope, and convenient late-stage selenylation of bioactive mols. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Name: 2-(m-Tolyl)pyridine).

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. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C閳ユ弻 in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Name: 2-(m-Tolyl)pyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

C-H bond cyanation of arenes using N,N-dimethylformamide and NH₄HCO₃ as a CN source over a hydroxyapatite supported copper catalyst was written by Venu, Boosa;Vishali, Bilakanti;Naresh, Gutta;Kumar, Velisoju Vijay;Sudhakar, Medak;Kishore, Ramineni;Beltramini, Jorge;Konarova, Muxina;Venugopal, Akula. And the article was included in Catalysis Science & Technology in 2016.HPLC of Formula: 4373-61-9 This article mentions the following:

A hydroxyapatite supported Cu catalyst [HAP:Ca₅(PO₄)₃(OH)] has been found to be an efficient and reusable heterogeneous catalyst for safe cyanation of C-H bonds of heteroaryl compounds The combination of NH₄HCO₃ and DMF is identified as a CN source under mild reaction conditions. 10 wt% Cu/HAP offered good to excellent yields compared to Ru/HAP and Pd/HAP catalysts. The surface basicity and Cu metal surface area of the catalysts played a significant role in the cyanation reaction through C-H bond activation. The catalyst was recovered and reused for five cycles showing consistent activity and selectivity. 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 conjugated system of six 锜?electrons that are delocalized over the ring. The molecule is planar and, thus, follows the H鐪塩kel criteria for aromatic systems. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.HPLC of Formula: 4373-61-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Expeditious and Solvent-Free Nickel-Catalyzed C-H Arylation of Arenes and Indoles was written by Jagtap, Rahul A.;Soni, Vineeta;Punji, Benudhar. And the article was included in ChemSusChem in 2017.Synthetic Route of C12H11N This article mentions the following:

An efficient solvent-free nickel-catalyzed method for C-H bond arylation of arenes and indoles was developed, which proceeds expeditiously through chelation assistance. The reaction is highly selective for mono-arylation and tolerates sensitive and structurally diverse functionalities, such as halides, ethers, amines, indole, pyrrole and carbazole. This reaction represents the first example of a nickel-catalyzed C-H arylation by monochelate assistance and symbolizes a rare precedent in solvent-free C-H arylation. Mechanistic studies by various controlled reactions, kinetic studies, and deuterium labeling experiments suggest that the arylation follows a single electron transfer (SET) pathway involving the turnover-limiting C-H nickelation process. 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. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Synthetic Route of C12H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem