Day: January 4, 2023

Poly(ethylene glycol) dimethyl ether mediated oxidative scission of aromatic olefins to carbonyl compounds by molecular oxygen was written by Yu, Tao;Guo, Mingqing;Wen, Simiaomiao;Zhao, Rongrong;Wang, Jinlong;Sun, Yanli;Liu, Qixing;Zhou, Haifeng. And the article was included in RSC Advances in 2021.Product Details of 91-02-1 This article mentions the following:

A simple and practical oxidative scission of aromatic olefins to carbonyl compounds R¹C(O)R₂ [R¹ = Ph, 4-MeC₆H₄, 4-FC₆H₄, etc., R² = Ph, 4-MeOC₆H₄, 4-ClC₆H₄, ect.] using O₂ as the sole oxidant with poly(ethylene glycol) di-Me ether as a benign solvent was developed. A wide range of monosubstituted, gem-disubstituted, 1,2-disubstituted, trisubstituted and tetrasubstituted aromatic olefins was successfully converted into the corresponding aldehydes and ketones in excellent yields even with gram-scale reaction. Some control experiments were also conducted to support a possible reaction pathway. In the experiment, the researchers used many compounds, for example, Phenyl(pyridin-2-yl)methanone (cas: 91-02-1Product Details of 91-02-1).

Phenyl(pyridin-2-yl)methanone (cas: 91-02-1) 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. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Product Details of 91-02-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Tetramethylammonium Fluoride Alcohol Adducts for S_NAr Fluorination was written by Morales-Colon, Maria T.;See, Yi Yang;Lee, So Jeong;Scott, Peter J. H.;Bland, Douglas C.;Sanford, Melanie S.. And the article was included in Organic Letters in 2021.SDS of cas: 3939-12-6 This article mentions the following:

Nucleophilic aromatic fluorination (S_NAr) is among the most common methods for the formation of C(sp²)-F bonds. Despite many recent advances, a long-standing limitation of these transformations was the requirement for rigorously dry, aprotic conditions to maintain the nucleophilicity of fluoride and suppress the generation of side products. This report addresses this challenge by leveraging tetramethylammonium fluoride alc. adducts (Me₄NF·ROH) as fluoride sources for S_NAr fluorination. Through systematic tuning of the alc. substituent (R), tetramethylammonium fluoride tert-amyl alc. (Me₄NF·t-AmylOH) was identified as an inexpensive, practical, and bench-stable reagent for S_NAr fluorination under mild and convenient conditions (80°C in DMSO, without the requirement for drying of reagents or solvent). A substrate scope of more than 50 (hetero) aryl halides and nitroarene electrophiles was demonstrated. In the experiment, the researchers used many compounds, for example, 6-Fluoronicotinonitrile (cas: 3939-12-6SDS of cas: 3939-12-6).

6-Fluoronicotinonitrile (cas: 3939-12-6) 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.SDS of cas: 3939-12-6

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Change of Silk Fibroin Molecular Mass During Dissolution in Ionic Liquids was written by Susanin, A. I.;Sashina, E. S.;Novoselov, N. P.;Zakharov, V. V.. And the article was included in Fibre Chemistry in 2020.Application In Synthesis of 1-Butyl-3-methylpyridinium Chloride This article mentions the following:

Silk fibroin is a unique protein polymer with broad potential for medical applications. Fibroin is significantly degraded and the materials obtained from it have poor mech. characteristics if silk fiber is dissolved in traditional solvents. The present work used gel electrophoresis to study the dissolution of fibroin in ionic liquids Fibroin degradation was shown to increase with increasing temperature and dissolution time. The optimal conditions for dissolution that allowed the heavy and light chains of fibroin to be preserved intact were proposed. In the experiment, the researchers used many compounds, for example, 1-Butyl-3-methylpyridinium Chloride (cas: 125652-55-3Application In Synthesis of 1-Butyl-3-methylpyridinium Chloride).

1-Butyl-3-methylpyridinium Chloride (cas: 125652-55-3) 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. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Application In Synthesis of 1-Butyl-3-methylpyridinium Chloride

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Deformative Transition of the Menschutkin Reaction and Helical Atropisomers in a Congested Polyheterocyclic System was written by Chang, Yung-Yu;Ho, Tse-Lok;Chung, Wen-Sheng. And the article was included in Journal of Organic Chemistry in 2014.Application In Synthesis of 2-Isopropylpyridine This article mentions the following:

A 4,7-phenanthroline polycyclic 1A designed for probing the limits of the Menschutkin reaction was synthesized in a six-step sequence. The rotational barrier of the Ph ring nearby the N-Me group in rac-2A is â‰?8.1 kcal/mol from VT-NMR experiments, making them a new type of helical atropisomer. The methylation rate constants of 9 and 1A with MeI is 2.22 × 10^-4 and 9.62 × 10^-6 s^-1 mol^-1 L, resp.; thus, the formation rate of (P/M)-2A is one of the slowest rates ever reported for a Menschutkin reaction. The N-Me protons in (P/M)-2A exhibit a significant upfield shift (Δδ 1.0 ppm) in its ¹H NMR, compared to those without a nearby Ph, indicating a strong CH-π interaction is involved. Conformational flexibility in dipyridylethene 9 is clearly shown by its complexation with BH₃ to form helical atropisomers (P,P/M,M)-10. The pK_a values of the conjugate acids of 1A and 9 in acetonitrile are 4.65 and 5.07, resp., which are much smaller compared to that of pyridine 14a (pK_a = 12.33), implying that the basicity, nucleophilicity, and amine alkylation rates of 1A and 9 are markedly decreased by the severe steric hindrance of the flanking Ph rings in the polyheterocycles. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4Application In Synthesis of 2-Isopropylpyridine).

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. 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.Application In Synthesis of 2-Isopropylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A facile synthesis of 2-chloro-1,8-naphthyridine-3-carbaldehyde; their transformation into different functionalities and antimicrobial activity was written by Kumar, M. Ranadheer;Laxminarayana, E.;Ramesh, D.;Sreenivasulu, B.;Chary, M. Thirumala. And the article was included in International Journal of Chemical Sciences in 2010.COA of Formula: C7H9N3O This article mentions the following:

2-Chloro-1,8-naphthyridine-3-carbaldehydes (I) were synthesized through Vilsmeier-Haack cyclization treating N-(pyridin-2-yl)acetamides with POCl₃ in DMF. The cyclization was facilitated by N-(pyridin-2-yl)acetamides bearing electron-donating groups at meta position. Condensation of I with N₂H₄.H₂O and NaOAc in MeOH gave the corresponding hydrazones. Treatment of I with NaN₃ in EtOH led to cyclization to afford tetrazolo[1,5-a](1,8)naphthyridine-4-carbaldehydes via unstable 2-azido compounds Reaction of I with Na₂S in DMF yielded 2-mercapto-1,8-naphthyridine-3-carbaldehydes. The synthesized new compounds were screened for antimicrobial activity. In the experiment, the researchers used many compounds, for example, N-(6-Aminopyridin-2-yl)acetamide (cas: 1075-62-3COA of Formula: C7H9N3O).

N-(6-Aminopyridin-2-yl)acetamide (cas: 1075-62-3) 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. 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. COA of Formula: C7H9N3O

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Catalyst-Free N-Deoxygenation by Photoexcitation of Hantzsch Ester was written by Konev, Mikhail O.;Cardinale, Luana;Jacobi von Wangelin, Axel. And the article was included in Organic Letters in 2020.Reference of 3718-65-8 This article mentions the following:

A mild and operationally simple protocol for the deoxygenation of a variety of heteroaryl N-oxides and nitroarenes has been developed. A mixture of substrate and Hantzsch ester is proposed to result in an electron donor-acceptor complex, which upon blue-light irradiation undergoes photoinduced electron transfer between the two reactants to afford the products. N-oxide deoxygenation is demonstrated with 22 examples of functionally diverse substrates, and the chemoselective reduction of nitroarenes to the corresponding hydroxylamines is also shown. In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Reference of 3718-65-8).

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) 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. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Reference of 3718-65-8

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis and fungicidal activity of novel oxathiapiprolin derivatives was written by Ding, Chengrong;Pan, Yayun;Yin, Xu;Tan, Chengxia;Wang, Xuedong. And the article was included in Youji Huaxue in 2019.Computed Properties of C11H20N2O2S This article mentions the following:

In order to explore the structure of lead compounds with biol. activities, using oxathiapiprolin as a template, sixteen oxathiapiprolin derivatives I [R = Me, cyclopropyl, 2,6-di-ClC₆H₃; R¹ = H, Ph, 2-FC₆H₄, etc.] were designed and synthesized to study the influences of substituent to the fungicidal activity. All the structures I were confirmed by ¹H NMR, ¹³C NMR and HRMS. Preliminary bioassay showed that the target compounds I generally had fungicidal activitives in vitro at a concentration of 100μg/mL, the fungicidal activities of compounds I [R = cyclopropyl; R¹ = 2-FC₆H₄] against F. graminearum was 60%, the fungicidal activities of six target compounds against D. mali were 70%, the fungicidal activities of four target compounds against Phytophthora infestans were 50%, and the fungicidal activities of I [R = Me; R¹ = 3-MeC₆H₄] against B. cinerea was 75%. In addtion, the fungicidal activities of the target compounds aganist Diplocarpon mali and Botrytis cinerea at 100μg/mL were higher to azoxystrobin at 50μg/mL. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-carbamothioylpiperidine-1-carboxylate (cas: 214834-18-1Computed Properties of C11H20N2O2S).

tert-Butyl 4-carbamothioylpiperidine-1-carboxylate (cas: 214834-18-1) 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. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Computed Properties of C11H20N2O2S

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Design and Synthesis of New Pyrazole-Based Heterotricycles and their Derivatization by Automated Library Synthesis was written by Fricero, Prisca;Bialy, Laurent;Czechtizky, Werngard;Mendez, Maria;Harrity, Joseph P. A.. And the article was included in ChemMedChem in 2020.SDS of cas: 116922-60-2 This article mentions the following:

This work highlighted how a readily assembled N-hydroxyethyl pyrazole trifluoroborate offered rapid access to architecturally distinct 5-6-6- and 5-7-6-fused tricyclic compounds such as I [R = F, NO₂, CO₂H, etc.] and II [R¹ = NEt₂, N-morpholino, NHCH₂-2-pyridyl, etc.]. This chem. was not only amenable to single compound synthesis, but also to high-throughput experimentation. It give easy access to diverse compound arrays with various physicochem. and ADME profiles by fully automated library synthesis. The combination of the high-throughput experimentation with rapid testing of the compounds in an integrated physicochem. and ADME profiling workflow allowed accelerated design of novel lead compounds in drug-discovery projects. In the experiment, the researchers used many compounds, for example, 3-Bromo-4-fluoropyridine (cas: 116922-60-2SDS of cas: 116922-60-2).

3-Bromo-4-fluoropyridine (cas: 116922-60-2) 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, 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. SDS of cas: 116922-60-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Palladium-Catalyzed C-H Bond Functionalization Reactions Using Phosphate/Sulfonate Hypervalent Iodine Reagents was written by He, Yimiao;Huang, Lilan;Xie, Limei;Liu, Peng;Wei, Qiongmei;Mao, Fangfang;Zhang, Xuehong;Huang, Jun;Chen, Sijing;Huang, Chusheng. And the article was included in Journal of Organic Chemistry in 2019.Application of 4373-61-9 This article mentions the following:

In the presence of Pd(OAc)₂, 8-methylquinolines and 8-ethylquinoline underwent directed and regioselective oxidative phosphorylation, phosphination, sulfonylation, and hydroxylation reactions with (hydroxy)aryliodine phosphates, phosphinates, and sulfonates to yield 8-quinolinylmethyl phosphates, phosphinates, sulfonates, and alcs. 2-Arylpyridines underwent hydroxylation and arylation reactions under similar conditions to yield 2-(2-pyridinyl)phenols and biarylpyridines, resp. The quinolinylmethyl sulfonates underwent further substitution reactions. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Application of 4373-61-9).

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

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of Electron-Rich Covalent Organic Frameworks COF-JLU25 for Photocatalytic Aerobic Oxidative Hydroxylation of Arylboronic Acids to Phenols was written by Xiao, Guangjun;Li, Wenqian;Chen, Tao;Hu, Wei-Bo;Yang, Hui;Liu, Yahu A.;Wen, Ke. And the article was included in European Journal of Organic Chemistry in 2021.Application In Synthesis of Pyridin-4-ol This article mentions the following:

Visible-light-driven organic reactions are environmentally friendly green chem. transformations among which photosynthetic oxidative hydroxylation of arylboronic acids to phenols has attracted increasing research interest during the very recent years. Given the efficiency and reusability of heterogeneous catalysts, COF-JLU25, an electron-rich COF-based photocatalyst constructed by integrating electron-donating blocks 1,3,6,8-tetrakis(4-aminophenyl)pyrene (PyTA) and 4-[4-(4-formylmethyl)-2,5-dimethoxyphenyl] benzaldehyde (TpDA), was selected as a photocatalyst for the oxidative hydroxylation of arylboronic acids. In our studies, COF-JLU25 demonstrated excellent photocatalytic activity with high efficiency, robust reusability, and low catalyst loading, showcasing an application potential of previously underexplored COF-based photocatalyst composed solely of electron-rich units. In the experiment, the researchers used many compounds, for example, Pyridin-4-ol (cas: 626-64-2Application In Synthesis of Pyridin-4-ol).

Pyridin-4-ol (cas: 626-64-2) 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.Application In Synthesis of Pyridin-4-ol

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem