Category: 4783-68-0

Cyclometallated compounds. XIII. Cyclopalladation of 2-phenoxypyridine and structurally-related compounds was written by de Geest, Duncan J.;O’Keefe, Brendan J.;Steel, Peter J.. And the article was included in Journal of Organometallic Chemistry in 1999.Name: 2-Phenoxypyridine This article mentions the following:

2-Phenoxypyridine and 2-phenylsulfanylpyridine are cyclopalladated readily by Pd acetate to give six-membered metallocycles. Extension to the three isomeric bis(2-pyridyloxy)benzenes leads to doubly-cyclopalladated compounds In contrast, 3,6-diphenoxypyridazine and 4,6-diphenoxypyrimidine only undergo monopalladation, while their S analogs are resistant to cyclopalladation. All cyclometalated compounds are converted to their acetylacetonate derivatives and the x-ray crystal structure of one of these is described. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Name: 2-Phenoxypyridine).

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

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Merging Visible Light Photoredox Catalysis with Metal Catalyzed C-H Activations: On the Role of Oxygen and Superoxide Ions as Oxidants was written by Fabry, David C.;Rueping, Magnus. And the article was included in Accounts of Chemical Research in 2016.Name: 2-Phenoxypyridine This article mentions the following:

Visible light photoredox catalysis as a new alternative to conventionally applied regeneration/oxidation procedures was examined This account summarizes these recent advances in this expanding area and will highlight the new concept of merging distinct redox catalytic processes for C-H functionalizations through the application of visible light photoredox catalysis. Photoredox catalysis can be considered as catalytic electron-donating or -accepting processes, making use of visible-light absorbing homogeneous and heterogeneous metal-based catalysts, as well as organic dye sensitizers or polymers. As a consequence, photoredox catalysis is, in principle, an ideal tool for the recycling of any given metal catalyst via a coupled electron transfer (ET) process. Here we describe our first successful endeavors to address the above challenges by combining visible light photoredox catalysis with different ruthenium, rhodium, or palladium catalyzed C-H activations. Since only small amounts of the oxidant are generated and are immediately consumed in these transformations, side reactions of substrates or products can be avoided. Thus, usually oxidant-sensible substrates can be used, which makes these methods highly suitable for complex mol. structure syntheses. Moreover, mechanistic studies shed light on new reaction pathways, intermediates, and in situ generated species. The successful development of our dual catalysis concept, consisting of combined visible light photoredox catalysis and metal catalyzed C-H functionalization, provides many new opportunities for further explorations in the field of C-H functionalization. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Name: 2-Phenoxypyridine).

2-Phenoxypyridine (cas: 4783-68-0) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ璺痬ol閳? in pyridine vs. 150 kJ璺痬ol閳? in benzene). 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.Name: 2-Phenoxypyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Determination of a new scale of ortho-steric parameters S⁰ from N-methylation of pyridines was written by Berg, Ulf;Gallo, Roger;Klatte, Gerd;Metzger, Jacques. And the article was included in Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) in 1980.Recommanded Product: 2-Phenoxypyridine This article mentions the following:

The kinetics of quaternization by MeI of 33 substituted pyridines, e.g. 2-ethylpyridine, were measured in MeCN at 30鎺? The relative rate constants obtained were similar to those observed in other polar aprotic solvents. The magnitude of steric effects observed for all ortho-substituents were estimated from the Broensted plot. A scale of ortho-steric parameters (S⁰) was proposed. No correlation was observed between S⁰ and the electronic effect of substituents. S⁰ Is not solvent dependent. The relative S⁰ values agree with other exptl. values of the steric size of the substituents. The S⁰ parameters are discussed in terms of substituent structure relative to the Taft-Kutter-Hansch E_s and Charton 璋?parameters. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Recommanded Product: 2-Phenoxypyridine).

2-Phenoxypyridine (cas: 4783-68-0) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ璺痬ol閳? in pyridine vs. 150 kJ璺痬ol閳? in benzene). 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.Recommanded Product: 2-Phenoxypyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Highly Regio- and Chemoselective Oxidative C-H/C-H Cross-Couplings of Anilines and Phenols Enabled by a Co-Oxidant-Free Rh(I)/Zn(NTf₂)₂/Air Catalytic System was written by Zhang, Luoqiang;Wang, Yanbing;Shi, Yang;Wu, Yimin;Lan, Jingbo;Ma, Weixin;You, Jingsong. And the article was included in ACS Catalysis in 2019.Electric Literature of C11H9NO This article mentions the following:

An urgent yet challenging task is to overcome the limitations in substrate scope and regio- and chemoselectivity in the oxidative couplings between two arenes for the construction of unsym. 2,2′-difunctional biaryls with diverse application requirements. In this work, a co-oxidant-free Rh(I)/Zn(NTf₂)₂/air catalytic system has been developed for dual chelation-assisted oxidative C-H/C-H cross-couplings between two anilines, between two phenols, and between phenols and anilines, which enables rapid assembly of rich libraries of 2,2′-bianilines, 2,2′-biphenols, and 2′-aminobiphenyl-2-ols. This protocol features air as the sole oxidant, complete regioselectivity, high chemoselectivity, low molar ratio of substrates (even 1:1), convenient operation, and scale-up synthesis. The established catalytic system is tolerant of the substrates having both electron-donating and electron-withdrawing substituents at different positions of the aryl ring. This work further discloses that the chemoselectivity of cross-coupling over homocoupling mainly relies on a suitable combination of two directing groups (i.e., a pair of strongly and weakly coordinating directing groups) rather than the electronically distinct properties between two substrates, which provides an inspiration for designing the matching directing group pair for the dual chelation-assisted oxidative Ar-H/Ar-H cross-couplings. Thus, this strategy allows the highly chemoselective cross-coupling between electronically similar coupling partners, which represents a challenging task in the oxidative Ar-H/Ar-H cross-coupling reactions. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Electric Literature of C11H9NO).

2-Phenoxypyridine (cas: 4783-68-0) 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. 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. Electric Literature of C11H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reaction of 2-pyridones with benzyne was written by Bauer, Ludwig;Bell, Charles Leighton;Wright, George Edward. And the article was included in Journal of Heterocyclic Chemistry in 1966.Recommanded Product: 4783-68-0 This article mentions the following:

When 1-methyl-2-pyridone (I) was allowed to react with diazotized anthranilic acid (II) under conditions which generate benzyne (Friedman and Logullo, CA 59, 1556a), the adduct (III) was obtained in 10% yield, with acridone as a by product, which also forms from II under identical conditions even in the absence of I. On pyrolysis at 200鎺? III forms naphthalene. When benzyne was generated from PhCl and NaNH2 (Leake and Levine, CA 53, 16048f), the reaction with I gave 1-methyl-3-phenyl-2-pyridone in 5.4% yield, with 1,1′-dimethyl-2,2′-bipyridine-6,6′-dioneas by-product [which was also synthesized from 2,2′-bipyridine by quaternizing it with Me2SO4 to the bis(methosulfate), followed by the Decker oxidation with K3Fe(CN)6]. It also forms in small amounts in the reaction of I with NaNH2 in liquid NH3 in the absence of PhCl. In liquid NH3, ring opening of I was observed to give MeNHCH:CHCH:CHCONH2 in 6% yield. In the reaction of 2-pyridone with benzyne (from II) no Diels-Alder adduct could be isolated, the products found being 2-phenoxypyridine (3.9%), 1-phenyl-2-pyridone, and a little acridone. 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. 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.Recommanded Product: 4783-68-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Facilitating Ir-Catalyzed C-H Alkynylation with Electrochemistry: Anodic Oxidation-Induced Reductive Elimination was written by Ye, Xiaohan;Wang, Chenhuan;Zhang, Shuyao;Wei, Jingwen;Shan, Chuan;Wojtas, Lukasz;Xie, Yan;Shi, Xiaodong. And the article was included in ACS Catalysis in 2020.SDS of cas: 4783-68-0 This article mentions the following:

An electrochem. approach in promoting directed C-H alkynylation with terminal alkyne via iridium catalysis is reported. This work employed anodic oxidation of Ir(III) intermediate (characterized by X-ray crystallog.) to promote reductive elimination, giving the desired coupling products in good yields (up to 95%) without the addition of any other external oxidants. This transformation is suitable for various directing groups with H₂ as the only byproduct, which warrants a high atom economy and practical oxidative C-C bond formation under mild conditions. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0SDS of cas: 4783-68-0).

2-Phenoxypyridine (cas: 4783-68-0) 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. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.SDS of cas: 4783-68-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Study on selectivity in the reaction of 2-substituted pyridinium-N-imines with dimethyl acetylenedicarboxylate was written by Supranovich, Vyacheslav I.;Vorob’ev, Aleksey Yu.;Borodkin, Gennady I.;Gatilov, Yury V.;Shubin, Vyacheslav G.. And the article was included in Tetrahedron Letters in 2016.Application In Synthesis of 2-Phenoxypyridine This article mentions the following:

Reactions of 2-X-pyridinium-N-imines (X = F, Cl, Br, CN, OPh, NH₂, N-morpholine) with di-Me acetylenedicarboxylate (DMAD) were studied. In the case of X = Cl, Br, CN, OPh both 7-substituted- and 7-H-pyrazolo[1,5-a]pyridines are formed. The 7-H/7-X ratio usually increases with the growing solvent polarity. The reaction of N-amino-2-iminopyridine with DMAD gives substituted pyrido[1,2-b][1,2,4]triazine. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Application In Synthesis of 2-Phenoxypyridine).

2-Phenoxypyridine (cas: 4783-68-0) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ璺痬ol閳? in pyridine vs. 150 kJ璺痬ol閳? in benzene). 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.Application In Synthesis of 2-Phenoxypyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Highly active recyclable heterogeneous Pd/ZnO nanoparticle catalyst: sustainable developments for the C-O and C-N bond cross-coupling reactions of aryl halides under ligand-free conditions was written by Hosseini-Sarvari, Mona;Razmi, Zahra. And the article was included in RSC Advances in 2014.Product Details of 4783-68-0 This article mentions the following:

Efficient Pd supported on ZnO nanoparticles for the ligand-free O-arylation and N-arylation of phenols and various N-H heterocycles with aryl chlorides, bromides, and iodides were readily synthesized and characterized. The amount of palladium on ZnO was 9.84 wt% (0.005 g of the catalyst contains 462 x 10^-8 mol% of Pd) which was determined by ICP anal. This nano sized Pd/ZnO with an average particle size of 20-25 nm and sp. surface area 40.61 m² g^-1 was used as a new reusable heterogeneous catalyst for the formation of C-O and C-N bonds in organic synthesis. This protocol gave the arylated product in satisfactory yields without any N₂ or Ar flow. The catalyst was recovered and recycled several times without marked loss of activity. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Product Details of 4783-68-0).

2-Phenoxypyridine (cas: 4783-68-0) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ璺痬ol閳? in pyridine vs. 150 kJ璺痬ol閳? 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. Product Details of 4783-68-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Nickel-Catalyzed Cross-Coupling of Aryl 2-Pyridyl Ethers with Organozinc Reagents: Removal of the Directing Group via Cleavage of the Carbon-Oxygen Bonds was written by Dai, Wei-Can;Yang, Bo;Xu, Shi-He;Wang, Zhong-Xia. And the article was included in Journal of Organic Chemistry in 2021.Related Products of 4783-68-0 This article mentions the following:

Reaction of aryl 2-pyridyl ethers with arylzinc reagents under catalysis of NiCl₂(PCy₃)₂ afforded aryl-aryl cross-coupling products Ar²Ar¹ [R = Ph, 4-FC₆H₄, 4-MeOC₆H₄, etc.; Ar¹ = 4-N(Me)₂C₆H₄, 4-MeC₆H₄, 4-MeOC₆H₄, etc.] via selective cleavage of CAr-OPy bonds. The reaction features a wide substrate range and good compatibility of functional groups. 灏?H-free alkylzinc reagents were also applicable as the nucleophiles in the transformation, whereas 灏?H-containing alkylzinc reagents led to a mixture of cross-coupling and hydrogenation products Ar²Ar¹. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Related Products of 4783-68-0).

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

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ru-Catalyzed ortho-Selective Diborylation of 2-Arylpyridines toward the Construction of 锜?Conjugated Functions was written by Yao, Wubing;Wang, Jiali;He, Lili;Cao, Dongdong;Yang, Jianguo. And the article was included in Journal of Organic Chemistry in 2020.Electric Literature of C11H9NO This article mentions the following:

A Ru catalytic ortho-C-H diborylation of 2-arylpyridine derivatives, including challenging 2-phenoxypyridine functions, using a remarkably low catalyst loading and a low-cost and bench-stable B source, was developed. The novel strategy shows high activity with excellent selectivity and may offer a versatile and green alternative to currently employed high loadings of noble metals or extra additives for the selective borylations. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Electric Literature of C11H9NO).

2-Phenoxypyridine (cas: 4783-68-0) 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. 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. Electric Literature of C11H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem