Day: January 30, 2023

Metal-Free Aminothiation of Alkynes: Three-Component Tandem Annulation toward Indolizine Thiones from 2-Alkylpyridines, Ynals, and Elemental Sulfur was written by Chen, Zhengwang;Liang, Pei;Xu, Fan;Deng, Zhen;Long, Lipeng;Luo, Guotian;Ye, Min. And the article was included in Journal of Organic Chemistry in 2019.Recommanded Product: Methyl 2-(5-bromopyridin-2-yl)acetate This article mentions the following:

A metal-free three-component annulation reaction for the synthesis of indolizine thiones via tandem C-C/C-N/C-S bond formation was developed. Various 2-alkylpyridines with aromatic ynals and elemental sulfur proceeded smoothly under catalyst-free conditions, and the desired products were obtained in moderate to excellent yields. In the experiment, the researchers used many compounds, for example, Methyl 2-(5-bromopyridin-2-yl)acetate (cas: 917023-06-4Recommanded Product: Methyl 2-(5-bromopyridin-2-yl)acetate).

Methyl 2-(5-bromopyridin-2-yl)acetate (cas: 917023-06-4) 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.Recommanded Product: Methyl 2-(5-bromopyridin-2-yl)acetate

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Photo-Induced ortho-C-H Borylation of Arenes through In Situ Generation of Rhodium(II) Ate Complexes was written by Tanaka, Jin;Nagashima, Yuki;Araujo Dias, Antonio Junio;Tanaka, Ken. And the article was included in Journal of the American Chemical Society in 2021.Name: 2-Phenoxypyridine This article mentions the following:

Photoinduced in situ “oxidation” of half-sandwich metal complexes to “high-valent” cationic metal complexes has been used to accelerate catalytic reactions. Here, we report the unprecedented photoinduced in situ “reduction” of half-sandwich metal [Rh(III)] complexes to “low-valent” anionic metal [Rh(II)] ate complexes, which facilitate ligand exchange with electron-deficient elements (diboron). This strategy was realized by using a functionalized cyclopentadienyl (Cp^A3) Rh(III) catalyst we developed, which enabled the basic group-directed room temperature ortho-C-H borylation of arenes. 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. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Name: 2-Phenoxypyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Novel benzothiophene H₁-antihistamines for the treatment of insomnia was written by Moree, Wilna J.;Jovic, Florence;Coon, Timothy;Yu, Jinghua;Li, Bin-Feng;Tucci, Fabio C.;Marinkovic, Dragan;Gross, Raymond S.;Malany, Siobhan;Bradbury, Margaret J.;Hernandez, Lisa M.;O’Brien, Zhihong;Wen, Jianyun;Wang, Hua;Hoare, Samuel R. J.;Petroski, Robert E.;Sacaan, Aida;Madan, Ajay;Crowe, Paul D.;Beaton, Graham. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2010.Recommanded Product: 4-Methylpicolinonitrile This article mentions the following:

SAR of lead benzothiophene H₁-antihistamine I (R = 2-pyridyl) was explored to identify backup candidates with suitable pharmacokinetic profiles for an insomnia program. Several potent and selective H₁-antihistamines with a range of projected half-lives in humans were identified. Had a suitable human half-life as demonstrated in a human microdose study, but variability in pharmacokinetic profile, attributed to metabolic clearance, prevented further development of this compound I (R = 1-pyrazolyl) demonstrated lower predicted clearance in preclin. studies, and may represent a more suitable backup compound In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4Recommanded Product: 4-Methylpicolinonitrile).

4-Methylpicolinonitrile (cas: 1620-76-4) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. 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.Recommanded Product: 4-Methylpicolinonitrile

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Regioselective (Diacetoxyiodo)benzene-Promoted Halocyclization of Unfunctionalized Olefins was written by Liu, Gong-Qing;Li, Yue-Ming. And the article was included in Journal of Organic Chemistry in 2014.Recommanded Product: 628-13-7 This article mentions the following:

A metal-free method for intramol. halocyclization of unfunctionalized olefins was detailed. (Diacetoxyiodo)benzene (PIDA) was very effective for haloamidation, haloetherification, and halolactonization of unfunctionalized olefins. E.g., in presence of PIDA and KI in CH₂Cl₂, intramol. iodoamidation of CH₂:CHCH₂CPh₂CH₂NHTs gave 91% pyrrolidine derivative (I). In the presence of 1.1 equiv of PIDA and suitable halogen sources, a variety of unfunctionalized olefins could be converted to the corresponding 1,2-bifunctional cyclic skeletons in good to excellent isolated yields, and key intermediates for biol. interesting compounds could be obtained in high yields under mild conditions via nucleophilic substitution of the thus obtained halocyclization products. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7Recommanded Product: 628-13-7).

Pyridinehydrochloride (cas: 628-13-7) 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. 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: 628-13-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Iridium-catalyzed cleavage of C-O bonds using alcohols as reducing reagents was written by Hibe, Yuta;Ebe, Yusuke;Nishimura, Takahiro;Yorimitsu, Hideki. And the article was included in Chemistry Letters in 2017.Product Details of 4373-61-9 This article mentions the following:

A cationic iridium/binap catalyst-enabled reductive cleavage of C(sp²)-O bonds of aromatic compounds having nitrogen-based directing groups, such as 2-(2-butoxyphenyl)pyridine, 2-(2-methoxyphenyl)quinoline, 2-(2-methoxyphenyl)-1,3-benzothiazole, etc. was carried out in the presence of 2-propanol as reducing reagent. 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 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. 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

Palladium-Catalyzed Visible-Light-Driven Carboxylation of Aryl and Alkenyl Triflates by Using Photoredox Catalysts was written by Shimomaki, Katsuya;Nakajima, Tomoya;Caner, Joaquim;Toriumi, Naoyuki;Iwasawa, Nobuharu. And the article was included in Organic Letters in 2019.Name: tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate This article mentions the following:

A visible-light-driven carboxylation of aryl and alkenyl triflates with CO₂ is developed by using a combination of Pd and photoredox catalysts. This reaction proceeds under mild conditions and can be applied to a wide range of substrates including acyclic alkenyl triflates. In the experiment, the researchers used many compounds, for example, tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate (cas: 85838-94-4Name: tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate).

tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate (cas: 85838-94-4) 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. 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: tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Antifungal Volatile Organic Compounds from the Endophyte Nodulisporium sp. Strain GS4d2II1a: a Qualitative Change in the Intraspecific and Interspecific Interactions with Pythium aphanidermatum was written by Sanchez-Fernandez, Rosa Elvira;Diaz, Daniel;Duarte, Georgina;Lappe-Oliveras, Patricia;Sanchez, Sergio;Macias-Rubalcava, Martha Lydia. And the article was included in Microbial Ecology in 2016.Computed Properties of C7H10N2O2 This article mentions the following:

This study demonstrates volatile organic compounds (VOCs) production as one of the defense mechanisms of the antagonistic endophyte Nodulisporium sp. GS4d2II1a, and the volatile changes in two times of the fungal growth; and, as result of its intra and interspecific interactions with the plant pathogen Pythium aphanidermatum. The antifungal activity of the volatile and diffusible metabolites was evaluated by means of three types of antagonism bioassays and by organic extract agar dilution VOCs were obtained by gas chromatog. coupled to mass spectrometry from 3- and 5-day Nodulisporium sp. cultures, as well as from its interspecific in vitro antagonistic interaction with the oomycete P. aphanidermatum, and its intraspecific Nodulisporium sp.-Nodulisporium sp. interaction. The GS4d2II1a strain completely inhibited the growth of two fungi and seven oomycetes by replacing their mycelia in simple antagonism bioassays and by producing in vitro volatile and diffusible metabolites that acted synergistically in multiple antagonism bioassays. Addnl., VOCs inhibited the growth of three oomycetes and one fungus in antagonism bioassays using divided plates. A total of 70 VOCs were detected, mainly including mono and sesquiterpenes, especially eucalyptol and limonene. Multiple correspondence anal. revealed four different volatile profiles, showing that volatiles changed with the fungus age and its intra and interspecific interactions. The metabolites produced by Nodulisporium sp. GS4d2II1a could be useful for biol. control of fungal and oomycetes plant pathogens of economically important crops. In the experiment, the researchers used many compounds, for example, 3-Amino-2,6-dimethoxypyridine (cas: 28020-37-3Computed Properties of C7H10N2O2).

3-Amino-2,6-dimethoxypyridine (cas: 28020-37-3) 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. 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 C7H10N2O2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Xantphos as a Branch-Selective Ligand for the Acyclic sec-Alkyl Negishi Cross-Coupling of Heteroaryl Halides was written by Cherney, Alan H.;Hedley, Simon J.;Mennen, Steven M.;Tedrow, Jason S.. And the article was included in Organometallics in 2019.Application of 644-98-4 This article mentions the following:

We present the application of the common bidentate phosphine ligand Xantphos toward the highly selective Negishi cross-coupling of heteroaryl halides and acyclic sec-alkyl organozinc reagents to prepare pharmaceutically relevant motifs. Branched-to-linear ratios of >100:1 can be achieved for several substrates relevant to the pharmaceutical industry, and tolerance of certain acidic protons is exhibited. A high-throughput experimentation approach was taken to rapidly compare Xantphos Pd G3 to other selective Negishi coupling catalysts, leading to sep. reactivity profiles for each methodol. The utility of Xantphos Pd G3 was demonstrated through the scale-up and isolation of a complex pyridine building block. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4Application of 644-98-4).

2-Isopropylpyridine (cas: 644-98-4) 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 derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Application of 644-98-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Cobalt(III)-catalyzed alkenylation of arenes and 6-arylpurines with terminal alkynes: efficient access to functional dyes was written by Wang, Shan;Hou, Ji-Ting;Feng, Mei-Lin;Zhang, Xiao-Zhuan;Chen, Shan-Yong;Yu, Xiao-Qi. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2016.Product Details of 4373-61-9 This article mentions the following:

Alkenylation of unactivated arenes and 6-arylpurines with terminal alkynes in high yields using Cp*Co(CO)I₂ as catalyst under mild conditions is described. This method shows outstanding functional group compatibility and can be applied in the design of a mitochondria-targeted imaging dye. 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 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. 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

Synthesis and performance of piperidinium-based ionic liquids as catalyst for biomass conversion into 3-acetamido-5-acetylfuran was written by Zang, Hongjun;Feng, Yimo;Lou, Jing;Wang, Kai;Wu, Changchun;Liu, Zhipeng;Zhu, Xi. And the article was included in Journal of Molecular Liquids in 2022.Recommanded Product: 628-13-7 This article mentions the following:

Ionic liquids have shown good catalytic performance and been widely used in the biomass conversion process due to their unique properties, including environmental friendship, low toxicity, and simple preparation In this work, a series of novel piperidinium-based ionic liquids were synthesized under mild conditions via a simple protonation reaction or nucleophilic substitution reaction. Among them, 4,4′-(propane-1,3-diyl)bis(1-(carboxymethyl)piperidin-1-ium) chloride ([PDCMPi]Cl) displayed the best catalytic performance. The highest yield (42.81 %) of 3A5AF from NAG was obtained after reacting in N-methyl-pyrrolidone (NMP) in the presence of piperidinium-based ionic liquids at 180 °C for 20 min under normal atm. conditions. Addnl., ionic liquid [PDCMPi]Cl showed good catalytic activity in six repeated catalytic runs. Meanwhile, a possible reaction pathway was also proposed on the basis of the results of NMR spectra. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7Recommanded Product: 628-13-7).

Pyridinehydrochloride (cas: 628-13-7) 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.Recommanded Product: 628-13-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem