Tag: 100-200

Polyfluoroarene-capped thiophene derivatives via fluoride-catalyzed nucleophilic aromatic substitution was written by Kikushima, Kotaro;Matsuki, Kana;Yoneda, Yuna;Menjo, Takayuki;Kaneko, Kosuke;Hanasaki, Tomonori;Dohi, Toshifumi. And the article was included in Heterocycles in 2021.Electric Literature of C5F5N The following contents are mentioned in the article:

Herein, a nucleophilic aromatic substitution reaction of polyfluoroarenes using silylthiophenes as nucleophiles was described for the synthesis of polyfluoroarene-capped thiophene derivatives, e.g., I in the presence of a catalytic amount of a fluoride salt. Various polyfluoroarene-capped thiophene derivatives were synthesized via double arylation under transition metal-free conditions. A fluoride ion activates a silylthiophene to trigger a nucleophilic aromatic substitution, subsequently affording the coupling product along with elimination of the fluoride ion, which serves as a promoter of the catalytic reaction. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Electric Literature of C5F5N).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the 蟺-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 蟽 bonds. 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 C5F5N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Dipyrido[1,2-b:3′,4′-e][1,2,4]triazine Scaffolds from Pentafluoropyridine was written by Ranjbar-Karimi, Reza;Darehkordi, Ali;Bahadornia, Fahimeh;Poorfreidoni, Alireza. And the article was included in Journal of Heterocyclic Chemistry in 2018.HPLC of Formula: 700-16-3 The following contents are mentioned in the article:

Annelation reaction between pentafluoropyridine and diaminodihydro substituted pyridine derivatives gave dipyrido[1,2-b:3′,4′-e][1,2,4]triazine systems I (Ar = C₆H₅, 4-MeC₆H₄, 3-O₂NC₆H₄, etc.) as major products arising from the initial nucleophilic substitution of more nucleophilic N-amino group of pyridone ring at 4-position of the pyridine ring followed by intramol. cyclization at 3-position of pyridine ring. Also, 4-aryl-1,2-dihydropyridine-3,5-dicarbonitrile derivatives II were obtained as side products. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3HPLC of Formula: 700-16-3).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ路mol鈭? in pyridine vs. 150 kJ路mol鈭? 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: 700-16-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Photocatalytic C-F Bond Borylation of Polyfluoroarenes with NHC-boranes was written by Xia, Peng-Ju;Ye, Zhi-Peng;Hu, Yuan-Zhuo;Xiao, Jun-An;Chen, Kai;Xiang, Hao-Yue;Chen, Xiao-Qing;Yang, Hua. And the article was included in Organic Letters in 2020.COA of Formula: C5F5N The following contents are mentioned in the article:

The first photoredox-catalyzed defluoroborylation of polyfluoroarenes with NHC-BH₃ has been facilely achieved at room temperature via a single-electron-transfer (SET)/radical addition pathway. This new strategy makes full use of the advantage of photoredox catalysis to generate the key boryl radical via direct activation of a B-H bond. Good functional group tolerance and high regioselectivity offer this protocol incomparable advantages in preparing a wide array of valuable polyfluoroarylboron compounds Moreover, both computational and exptl. studies were performed to illustrate the reaction mechanism. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3COA of Formula: C5F5N).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) 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 derivatives are also useful as small-molecule 伪-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.COA of Formula: C5F5N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Novel and orally active 5-(1,3,4-oxadiazol-2-yl)pyrimidine derivatives as selective FLT3 inhibitors was written by Ishida, Hiroshi;Isami, Shoichi;Matsumura, Tsutomu;Umehara, Hiroshi;Yamashita, Yoshinori;Kajita, Jiro;Fuse, Eiichi;Kiyoi, Hitoshi;Naoe, Tomoki;Akinaga, Shiro;Shiotsu, Yukimasa;Arai, Hitoshi. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2008.SDS of cas: 625438-03-1 The following contents are mentioned in the article:

5-(1,3,4-Oxadiazol-2-yl)pyrimidine derivative 1 was identified as a new class of FLT3 inhibitor from our compound library. With the aim of enhancement of antitumor activity of 2 prepared by minor modification of 1, structure optimization of side chains at the 2-, 4-, and 5-positions of the pyrimidine ring of 2 was performed to improve the metabolic stability. Introduction of polar substituents on the 1,3,4-oxadiazolyl group contributed to a significant increase in the metabolic stability. As a result, a series of compounds showed increased efficacy against MOLM-13 xenograft model in mice by oral administration. This study involved multiple reactions and reactants, such as 2-(2-Methylpyridin-4-yl)ethanamine (cas: 625438-03-1SDS of cas: 625438-03-1).

2-(2-Methylpyridin-4-yl)ethanamine (cas: 625438-03-1) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of 鈭?8.7 脳 10鈭? cm3路mol鈭?.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ路mol鈭? in the liquid phase and 140.4 kJ路mol鈭? in the gas phase. Pyridine derivatives are also useful as small-molecule 伪-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.SDS of cas: 625438-03-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Facile One-Pot Assembly of Push-Pull Imines by a Selective C-F Substitution Process in Aryl Fluorides was written by Anga, Srinivas;Chandra, Shubhadeep;Sarkar, Pallavi;Das, Shubhajit;Mandal, Debdeep;Kundu, Abhinanda;Rawat, Hemant;Schulzke, Carola;Sarkar, Biprajit;Pati, Swapan K.;Chandrasekhar, Vadapalli;Jana, Anukul. And the article was included in European Journal of Organic Chemistry in 2020.Computed Properties of C5F5N The following contents are mentioned in the article:

Herein, we report the synthesis of a series of push-pull imines by considering cyclic diamino substituent at the C-center and fluoroaryl substituent at the N-center. This has been achieved by a selective aromatic nucleophilic substitution of different fluoroarenes by N-H-substituted N-heterocyclic imines (NHIs) at ambient conditions without any addnl. reagent. Solid-state mol. structure anal. reveals the elongation of the central C-N bond of the imine functionality, which is consistent with the push-pull nature of these imines. The push-pull nature of these imines is further validated by computational studies. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Computed Properties of C5F5N).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) 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.Computed Properties of C5F5N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Micelle-enabled clean and selective sulfonylation of polyfluoroarenes in water under mild conditions was written by Smith, Justin D.;Ansari, Tharique N.;Andersson, Martin P.;Yadagiri, Dongari;Ibrahim, Faisal;Liang, Shengzong;Hammond, Gerald B.;Gallou, Fabrice;Handa, Sachin. And the article was included in Green Chemistry in 2018.HPLC of Formula: 700-16-3 The following contents are mentioned in the article:

Proline-based designer surfactant FI-750-M has been demonstrated to enable selective nucleophilic aromatic substitution of polyfluoro(hetero)arenes RF (R = 2,3,5,6-tetrafluoro-4-cyanophenyl, 3-chloro-2,5,6-trifluoropyridin-4-yl, 2,3,5,6-tetrafluoro-4-formylphenyl, etc.) by sulfinate salts R¹S(O)₂X (R¹ = 4-CH₃C₆H₄, tetrahydrofuran-3-yl, 1-[(tert-butoxy)(oxo)methane]azetidin-3-yl, etc.; X = Na, Li) in water under mild micellar conditions. Resultant sulfones RS(O)₂R¹ were obtained from diverse substrates in good yields without side product formation and could usually be purified by simple filtration. The nature of micelles of FI-750-M and the solubility of coupling partners in different micellar regions has been supported by dynamic light scattering, cryo-TEM, and DFT calculations This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3HPLC of Formula: 700-16-3).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ路mol鈭? in pyridine vs. 150 kJ路mol鈭? 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: 700-16-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Mild C-F Activation in Perfluorinated Arenes through Photosensitized Insertion of Isonitriles at 350 nm was written by Weidlich, Frauke;Esumi, Naoto;Chen, Dongyang;Mueck-Lichtenfeld, Christian;Zysman-Colman, Eli;Studer, Armido. And the article was included in Advanced Synthesis & Catalysis in 2020.Application of 700-16-3 The following contents are mentioned in the article:

Herein a method for the photochem. activation of aromatic C-F bonds is presented. It is shown that isonitriles RNC (R = 9-oxo-9H-xanthen-2-yl, 1-phenylethan-1-one, 2H-1,3-benzodioxol-5-yl, etc.) selectively insert into aromatic C-F bonds while aliphatic C-F bonds remain unaffected. Mechanistic studies reveal the reaction to proceed via the indirect excitation of the isonitrile to its triplet state by photoexcited acetophenone at 350 nm. Due to the relatively mild light used, the process shows that high functional group tolerance and various compounds of the class of benzimidoyl fluorides (Z)-RN=C(F)R¹ (R¹ = pentafluorophenyl, tetrafluoropyridin-3-yl, 3-chloro-2,4,5,6-tetrafluorophenyl, etc.) are accessible from aryl isonitriles and com. available perfluorinated arenes such as hexafluorobenzene, Me pentafluorobenzoate, perfluoropyridine, etc. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Application of 700-16-3).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) 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.Application of 700-16-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Perfluoropyridine as an Efficient, Tunable Scaffold for Bis(pyrazol-1-yl)pyridine Copper Complexes was written by Peloquin, Andrew J.;Houck, Matthew B.;McMillen, Colin D.;Iacono, Scott T.;Pennington, William T.. And the article was included in European Journal of Inorganic Chemistry in 2020.Reference of 700-16-3 The following contents are mentioned in the article:

This report details the syntheses of five new 2,6-bis(pyrazol-1-yl)pyridine ligands carried out by a unique strategy of using pentafluoropyridine for the pyridine core. Formation of each ligand is accomplished under mild conditions using carbonate bases. Each ligand reacts readily with copper(II) triflate to form the corresponding salt in high yield. Ligands and complexes were characterized by a combination of multi-nuclear NMR, FTIR, UV/visible, and single-crystal x-ray diffraction. Copper(II) triflate complexes demonstrating addnl. coordination modes of this multi-pyrazole ligand system were also obtained. Despite the electron withdrawing nature of fluorine, the coordination parameters of the new complexes are comparable to previous pyrazole-based complexes. This synthetic methodol. provides efficient entry to a previously difficult to access ligand system. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Reference of 700-16-3).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. Pyridine has a conjugated system of six 蟺 electrons that are delocalized over the ring. The molecule is planar and, thus, follows the H眉ckel criteria for aromatic systems. 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.Reference of 700-16-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reactions of pentafluoropyridine with amidoximes was written by Ranjbar-Karimi, Reza;Karbakhsh-Ravari, Asma;Poorfreidoni, Alireza. And the article was included in Journal of the Iranian Chemical Society in 2017.Computed Properties of C5F5N The following contents are mentioned in the article:

In this paper, site reactivity of amidoximes with pentafluoropyridine under basic conditions in dry CH₃CN was investigated. The aromatic nucleophilic substitution of pentafluoropyridine with amidoximes occurs in the 4-position of the pyridine ring by the oxygen site of amidoximes and followed by reaction of other sites, depending on reaction conditions. Substituted imidamide systems were readily accessed using a 1:1 molar ratio of pentafluoropyridine and amidoximes in concentrated acetonitrile and in reflux condition for 6 h, while reaction of pentafluoropyridine with amidoximes in 1:1 molar ratio and in diluted acetonitrile under reflux condition for 24 h gave novel pyridooxadiazine system. Pentafluoropyridine reacts also with amidoximes in 2:1 molar ratio under dry conditions to afford the bis-perfluoropyridyl imidamide systems. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Computed Properties of C5F5N).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) 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. Computed Properties of C5F5N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Tetrafluoropyridyl (TFP): a general phenol protecting group readily cleaved under mild conditions was written by Brittain, William D. G.;Cobb, Steven L.. And the article was included in Organic & Biomolecular Chemistry in 2019.Category: pyridine-derivatives The following contents are mentioned in the article:

Phenols are extremely valuable building blocks in the areas of pharmaceuticals, natural products, materials and catalysts. In order to carry out modifications on phenols, the phenolic oxygen is routinely protected to prevent unwanted side reactions. Presently many of the protecting groups available can require harsh conditions, specialist equipment, expensive or air/moisture-sensitive reagents to install and remove. Here the authors introduce the use of the tetrafluoropyridyl (TFP) group as a general protecting group for phenols. TFP can be installed in one step with no sensitivity to water or air, and it is stable under a range of commonly employed reaction conditions including acid and base. The TFP protecting group is readily cleaved under mild conditions with quant. conversion to the parent phenol, observed in many cases in <1 h. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Category: pyridine-derivatives).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) 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.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem