Day: January 4, 2023

V-Mg-O catalysts for oxidative dehydrogenation of alkylpyridines and alkylthiophenes was written by Belomestnykh, I. P.;Isaguliants, G. V.. And the article was included in Catalysis Today in 2009.Synthetic Route of C8H11N This article mentions the following:

Vanadium appears to be the element that is most frequent (along with molybdenum) used in the catalyst formulations for oxidative dehydrogenation (ODH) of hydrocarbons and alcs. The ODH reaction in the presence of air has been extended for the preparation of vinylpyridines and vinylthiophenes using vanadium (and for comparison molybdenum) oxide catalysts. The efficiency of vanadium-magnesium oxide catalysts in the production of vinylpyridines and vinylthiophenes has been evaluated. A strong dependence of the yield and selectivity of the latter upon the vanadium (molybdenum) oxide loading and the conditions of heat treatment were observed In optimized reaction conditions V-Mg-O catalysts at �450° ensured the formation of vinylpyridines and vinylthiophenes in 40-60% yield and 90% selectivity. In prolonged runs no visible changes in the performance of the catalyst were observed DTA-DTG, XRD, IR ESR, NMR methods have been used to detect the formation of species of V-Mg-O catalysts that appear to be responsible for the catalyst efficiency in the reactions under consideration. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4Synthetic Route of C8H11N).

2-Isopropylpyridine (cas: 644-98-4) 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. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Synthetic Route of C8H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Cobalt-Catalyzed C-H Acetoxylation of Phenols with Removable Monodentate Directing Groups: Access to Pyrocatechol Derivatives was written by Gou, Quan;Tan, Xiaoping;Zhang, Mingzhong;Ran, Man;Yuan, Tengrui;He, Shuhua;Zhou, Linzong;Cao, Tuanwu;Luo, Feihua. And the article was included in Organic Letters in 2020.Reference of 4783-68-0 This article mentions the following:

An efficient cobalt-catalyzed C-H acetoxylation of phenols ROR¹ (R = Ph, 4-chlorophenyl, naphthalen-1-yl, quinolin-6-yl, etc.; R¹ = pyridin-2-yl, 3-chloropyridin-2-yl, 3-methylpyridin-2-yl, pyrimidin-2-yl, 3-(2,4-difluorophenylaminocarbonyl)pyridin-2-yl) has been developed by using PIDA (phenyliodine diacetate) as a sole acetoxy source to synthesize pyrocatechol derivatives R²OR¹ (R² = 2-acetyloxyphenyl, 2-acetyloxy-4-chlorophenyl, 2-acetyloxynaphthalen-1-yl, 7-acetyloxyquinolin-6-yl, etc.) for the first time. The key feature of this method is the use of earth-abundant metal cobalt as the green and inexpensive catalyst for the acetoxylation of C(sp²)-H bonds under neutral reaction conditions. Furthermore, the gram-scale reaction and late-stage functionalization demonstrated the usefulness of this method. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Reference of 4783-68-0).

2-Phenoxypyridine (cas: 4783-68-0) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of âˆ?8.7 × 10âˆ? cm3·molâˆ?.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·molâˆ? in the liquid phase and 140.4 kJ·molâˆ? in the gas phase. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Reference of 4783-68-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

One-Pot Preparation of 9,10-Dihydrophenanthrenes Initiated by Rhodium(III)-Catalyzed C-H Activation and Relay Diels-Alder Reaction was written by Gao, Dingding;Liu, Xing-Yu;Xu, Hao;Tan, Yun-Xuan;Liao, Qi;Li, Qing-Hua;Yang, Xiaodi;Lin, Guo-Qiang;Tian, Ping. And the article was included in Organic Letters in 2020.Recommanded Product: 2-(m-Tolyl)pyridine This article mentions the following:

An efficient one-pot synthesis of multisubstituted 9,10-dihydrophenanthrenes from easily available 2-arylazaarenes and cyclohexadienone-tethered terminal alkynes (1,6-enynes) has been successfully achieved. This domino reaction proceeded smoothly through Cp*Rh(III)-catalyzed C-H activation, direct protonation of alkenyl-Rh intermediates, intramol. Diels-Alder reaction, alkene isomerization, subsequent ring-opening aromatization, and acetylation. This strategy was pot-economical and tolerated a wide range of functional groups. Moreover, the potent anticancer activities against HepG2 cells were observed for these artificial 9,10-dihydrophenanthrene derivatives 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. 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–H 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

Synthesis of 2- and 4-cyanopyridines was written by Okamoto, Toshihiko;Tani, Hideo. And the article was included in Chem. & Pharm. Bull. (Tokyo) in 1959.SDS of cas: 1620-76-4 This article mentions the following:

Addition of MeI or Me₂SO₄ to pyridine or quinoline N-oxides gave their quaternary salts, which were stirred 1 hr. at room temperature with KCN to give 2- and 4-cyano derivatives of pyridine or quinoline, separated by extraction with CHCl₃ and either vacuum distillation or Al₂O₃ chromatography of the extract The compound whose N-oxide was used, % yield, m.p. (or b.p.), and m.p. of the picrate of its 4-cyano derivative, and the same data repeated for its 2-cyano derivative were: C₅H₅N, 25, 78-80°, 197-9°, 50, b₂₀ 110-17°, -; 2-picoline, 18, -, 164-5°, (6-cyano derivative) 45, 70-2°, -; 3-picoline, 15, -, 154-6°, 30, 85-6°, -; 4-picoline, 28, 88-91° -, -, -, -; 2,6-lutidine, 13, 80-3°, 175-8°, (6-cyanomethyl-2-picoline) 33, b₂₂ 125-33°, 176-9°; and quinoline, trace, -, 175-7°, 70, 91-5°, -. All products were identified by mixed m.p. with samples synthesized by different routes. The ratio of isomers formed depended on reaction conditions. Two mechanisms were suggested for the reaction. In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4SDS of cas: 1620-76-4).

4-Methylpicolinonitrile (cas: 1620-76-4) 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. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.SDS of cas: 1620-76-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Studies on new reactions of pyridine-copper chloride complex was written by Zeng, Xian-Mou;Chen, Xi-Wen;Xu, Ren-Xian;Sun, Yun-Song;Yu, Shu-Wen;Guo, Lian-Ying;Cheng, Guo-Bao;Gu, Yi-Jian. And the article was included in Scientia Sinica (English Edition) in 1981.Reference of 644-98-4 This article mentions the following:

Cu(py)₂Cl₂ undergoes alkylation at the γ- and α-positions of the pyridine ligands upon reaction with alkyl halides in the presence of Na under mild conditions. The products are decomposed by alkali to give the α- and γ-alkylpyridines in <40% yields. The γ-alkylpyridines are the main products. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4Reference of 644-98-4).

2-Isopropylpyridine (cas: 644-98-4) 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.Reference of 644-98-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electrochemical fluorosulfonylation of alkenes to access vicinal fluorinated sulfones derivatives was written by Zhao, Bin;Pan, Zichen;Zhu, Anqiao;Yue, Yanni;Ma, Mengtao;Xue, Fei. And the article was included in Tetrahedron in 2022.Recommanded Product: Phenyl(pyridin-2-yl)methanone This article mentions the following:

Herein, a practical and efficient fluorosulfonylation of the various alkenes with sulfonyl radical sources and Et₃N·3HF as cost-effective fluorination reagents under mild conditions is reported. Remarkably, this protocol features very green and sustainable conditions obviating the need of chem. oxidants and transition metal catalyst. A variety of substituents on both sulfonyl hydrazides and alkenes are tolerated to give vicinal fluorinated sulfones in moderate to excellent yields. Also, the synthetic utility of this transformation is further demonstrated by a gram-scale reaction and the late-stage functionalization of complex mols. In the experiment, the researchers used many compounds, for example, Phenyl(pyridin-2-yl)methanone (cas: 91-02-1Recommanded Product: Phenyl(pyridin-2-yl)methanone).

Phenyl(pyridin-2-yl)methanone (cas: 91-02-1) 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. 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: Phenyl(pyridin-2-yl)methanone

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sorption and desorption kinetics of surfactants TX-100 and DPC on different fractions of soils was written by Yeh, Carol Kuei-Jyum;Lin, Li-Chin. And the article was included in Journal of Environmental Science and Health, Part A: Toxic/Hazardous Substances & Environmental Engineering in 2003.Application of 104-73-4 This article mentions the following:

Surfactant-based technologies are promising remediation alternatives. The information on sorption and desorption kinetics of surfactants on soils is important in the successful application of surfactant-based technologies. The sorption and desorption rates of nonionic surfactant TX-100 and cationic DPC were correlated to the surfactant concentration, soil organic matters (SOM), and soil cation exchange capacity (CEC). The results indicated that at higher initial surfactant concentrations, sorption rates of surfactants increased linearly with SOM and soil CEC for TX-100 and DPC, resp. The sorption rates and initial surfactant concentrations followed the 1st order relation for TX-100 and 2nd order for DPC. A linear relation between the sorption rates of surfactants and soil characteristics was developed. The desorption rates of TX-100 and DPC increased linearly with the increased surfactant levels sorbed on soils but were irrelevant to soil characteristics and the contact time of surfactant sorption. The rate of surfactant desorption was similar as the amount of surfactants sorbed on soils was in the same range. The cationic DPC sorbed and desorbed at 2 orders of magnitude faster than the nonionic TX-100, suggesting that both sorption and desorption have to be considered in the remediation process. In the experiment, the researchers used many compounds, for example, 1-Dodecylpyridin-1-ium bromide (cas: 104-73-4Application of 104-73-4).

1-Dodecylpyridin-1-ium bromide (cas: 104-73-4) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol� in pyridine vs. 150 kJ·mol� in benzene). 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 of 104-73-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Selective Metalation and Functionalization of Fluorinated Nitriles Using 2,2,6,6-Tetramethylpiperidyl Bases was written by dos Santos, Thiago;Orenha, Henrique P.;Murie, Valter E.;Vessecchi, Ricardo;Clososki, Giuliano C.. And the article was included in Organic Letters in 2021.Electric Literature of C6H3FN2 This article mentions the following:

Herein, regioselective deprotometalation of aromatic and heteroaromatic nitriles has been accomplished using (TMP)₂Zn·2MgCl₂·2LiCl and TMPMgCl·LiCl (TMP = 2,2,6,6-tetramethylpiperidinyl) with the exploration of new and scarcely investigated metalation positions. Regioselectivity was rationalized by DFT calculations The quenching of the generated organozinc and organomagnesium intermediates with various electrophiles gave access to 47 highly functionalized nitriles with yields up to 95%. Addnl., a difunctionalization strategy and the use of functionalized nitriles as building blocks to construct relevant heterocycles have been reported. In the experiment, the researchers used many compounds, for example, 2-Fluoroisonicotinonitrile (cas: 3939-14-8Electric Literature of C6H3FN2).

2-Fluoroisonicotinonitrile (cas: 3939-14-8) 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. 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 C6H3FN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Nitrogen bridgehead compounds. Part 5. Cyclization of 2-(2-pyridylaminomethylene)-succinates and -glutarates was written by Vasvari-Debreczy, Lelle;Hermecz, Istvan;Meszaros, Zoltan;Horvath, Agnes;Simon-Parkanyi, Piroska. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) in 1978.Category: pyridine-derivatives This article mentions the following:

Cyclization of succinates I (n = 1, R = H, alkyl, OH, Cl, NO₂, NHCOMe, CONH₂) gave 40-92% pyrido[1,2-a]pyrimidines and pyridylpyrrolinones. The latter may form pyridylpyrroles by reaction with POCl₃. The ratio of pyridopyrimidines to pyridylpyrroles was dependent upon the nature and position of the pyridine ring substituent. Substituents at position 6 hindered pyridopyrimidine formation whereas those at position 3 inhibited the formation of pyridylpyrrolinones. Only pyrido[1,2-a]pyrimidines were formed from the cyclization of the homologous glutarates I (n = 2). In the experiment, the researchers used many compounds, for example, N-(6-Aminopyridin-2-yl)acetamide (cas: 1075-62-3Category: pyridine-derivatives).

N-(6-Aminopyridin-2-yl)acetamide (cas: 1075-62-3) 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. 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. Category: pyridine-derivatives

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.Name: 2-Bromo-3-(trifluoromethyl)pyridine 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-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0Name: 2-Bromo-3-(trifluoromethyl)pyridine).

2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol� in pyridine vs. 150 kJ·mol� in benzene). Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Name: 2-Bromo-3-(trifluoromethyl)pyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem