Month: October 2022

Lauzon, Samuel; Ollevier, Thierry published their research in Chemical Communications (Cambridge, United Kingdom) in 2021. The article was titled 《2,2′-Bipyridine-α,α’-trifluoromethyl-diol ligand: Synthesis and application in the asymmetric Et2Zn alkylation of aldehydes》.Synthetic Route of C5H3Br2N The article contains the following contents:

A chiral 2,2′-bipyridine ligand I, bearing α,α’-trifluoromethyl-alcs. at the 6,6′-positions, was designed in five steps affording either the R,R/S,S enantiomer with excellent stereoselectivities, i.e., 97% de, >99% ee and >99.5% de, >99.5% ee, resp. The key step for reaching high levels of stereoselectivity was demonstrated to be the resolution of the α-CF3-alc. using (S)-ibuprofen as the resolving agent. An initial application for the 2,2′-bipyridine-α,α’-CF3-diol ligand was highlighted in the Zn(II)-catalyzed asym. ethylation reaction of aromatic, heteroaromatic, and aliphatic aldehydes RCHO (R = 4-chlophenyl, thiophen-2-yl, Pr, etc.). Synergistic electron deficiency and steric hindrance properties of the newly developed ligand afforded the corresponding alcs. in good to excellent yields (up to 99%) and enantioselectivities (up to 95% ee). In the part of experimental materials, we found many familiar compounds, such as 2,6-Dibromopyridine(cas: 626-05-1Synthetic Route of C5H3Br2N)

2,6-Dibromopyridine(cas: 626-05-1) belongs to pyridine. Pyridine is widely used in the precursor to agrochemicals and pharmaceuticals. Also, it is used as an important reagent and organic solvent.Synthetic Route of C5H3Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Hagui, Wided; Cordier, Marie; Boixel, Julien; Soule, Jean-Francois published their research in Chemical Communications (Cambridge, United Kingdom) in 2021. The article was titled 《Access to functionalized luminescent Pt(II) complexes by photoredox-catalyzed Minisci alkylation of 6-aryl-2,2′-bipyridines》.HPLC of Formula: 94928-86-6 The article contains the following contents:

Photoredox-mediated C-H bond alkylation of 6-aryl-2,2′-bipyridines with N-(acyloxy)phthalimides RCO2N(CO)2C6H4 catalyzed by [Ir(ppy)3], giving 3-R-6-aryl-2,2′-bipyridines, is reported. The reaction exhibits excellent functional group tolerance, including chiral aliphatic groups. The influence of the incorporated C6′-alkyl group on the photophys. properties of the corresponding (N-N-C) cyclometalated Pt(II) complexes is described, including chiroptical properties. In addition to this study using fac-Tris(2-phenylpyridine)iridium, there are many other studies that have used fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6HPLC of Formula: 94928-86-6) was used in this study.

fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. HPLC of Formula: 94928-86-6

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Yao, Tuanli; Zhao, Shuaijing; Liu, Tao; Wu, Yuting; Ma, Yanhui; Li, Tao; Qin, Xiangyang published an article in 2022. The article was titled 《Transition-metal-free approaches to 2,3-diarylated indenones from 2-alkynylbenzaldehydes and phenols with tunable selectivity》, and you may find the article in Chemical Communications (Cambridge, United Kingdom).Safety of 2-Bromonicotinaldehyde The information in the text is summarized as follows:

The first transition-metal-free regioselective synthesis of 2,3-diarylindenones via tandem annulation of 2-alkynylbenzaldehydes with phenols was described. Two different modes of reaction controlled by electronic effects and temperature furnished either “”non-rearranged”” or “”rearranged”” indenones in high selectivity. The experimental process involved the reaction of 2-Bromonicotinaldehyde(cas: 128071-75-0Safety of 2-Bromonicotinaldehyde)

2-Bromonicotinaldehyde(cas: 128071-75-0) belongs to pyridine. Pyridine is widely used in the precursor to agrochemicals and pharmaceuticals. Also, it is used as an important reagent and organic solvent.Safety of 2-Bromonicotinaldehyde

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Kariofillis, Stavros K.; Jiang, Shutian; Zuranski, Andrzej M.; Gandhi, Shivaani S.; Martinez Alvarado, Jesus I.; Doyle, Abigail G. published an article in 2022. The article was titled 《Using Data Science To Guide Aryl Bromide Substrate Scope Analysis in a Ni/Photoredox-Catalyzed Cross-Coupling with Acetals as Alcohol-Derived Radical Sources》, and you may find the article in Journal of the American Chemical Society.Product Details of 29682-15-3 The information in the text is summarized as follows:

Ni/photoredox-catalyzed (deutero)methylation and alkylation of aryl halides RX (R = Ph, Ac, t-Bu, etc.; X = Br, Cl) and benzaldehyde di(alkyl) acetals R1CH(OR2)2 (R1 = Ph, 4-(1H-imidazol-4-yl)benzen-1-yl, 5-tert-butyl-2-chlorophenyl, etc.; R2 = Me, Et, Bn, etc.) that serve as alc.-derived radical sources were reported. Reaction development, mechanistic studies, and late-stage derivatization of a biol. relevant aryl chloride, fenofibrate, are presented. Then, the integration of data science techniques, including DFT featurization, dimensionality reduction, and hierarchical clustering, to delineate a diverse and succinct collection of aryl bromides that is representative of the chem. space of the substrate class was described. By superimposing scope examples from published Ni/photoredox methods on this same chem. space, areas of sparse coverage and high vs. low average yields were identified, enabling comparisons between prior art and this new method. Addnl., it was demonstrated that the systematically selected scope of aryl bromides RBr can be used to quantify population-wide reactivity trends and reveal sources of possible functional group incompatibility with supervised machine learning. In the experiment, the researchers used many compounds, for example, Methyl 5-bromopicolinate(cas: 29682-15-3Product Details of 29682-15-3)

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. In industry and in the lab, pyridine is used as a reaction solvent, particularly when its basicity is useful, and as a starting material for synthesizing some herbicides, fungicides, and antiseptics.Product Details of 29682-15-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application In Synthesis of Pyridin-3-ylboronic acidIn 2020 ,《Recyclable Cu@C3N4-Catalyzed Hydroxylation of Aryl Boronic Acids in Water under Visible Light: Synthesis of Phenols under Ambient Conditions and Room Temperature》 appeared in ACS Sustainable Chemistry & Engineering. The author of the article were Muhammad, Mehwish Hussain; Chen, Xiao-Lan; Liu, Yan; Shi, Tao; Peng, Yuyu; Qu, Lingbo; Yu, Bing. The article conveys some information:

A heterogeneous photocatalyst based on copper-doped g-C3N4 was developed for the oxidative hydroxylation of aryl boronic acids into phenols at room temperature under the irradiation of blue light (460 nm). The reaction proceeded efficiently in water as a green solvent and air as a green oxidant, giving various phenols as products with high yields in a short reaction time. Importantly, this heterogeneous catalyst can be used at least 5 times with the reactivities maintained. A copper-doped g-C3N4 was developed as a heterogeneous photocatalyst for the hydroxylation of aryl boronic acids toward phenols in water under room temperature with the irradiation of blue light. The results came from multiple reactions, including the reaction of Pyridin-3-ylboronic acid(cas: 1692-25-7Application In Synthesis of Pyridin-3-ylboronic acid)

Pyridin-3-ylboronic acid(cas: 1692-25-7) belongs to pyridine. Pyridine and pyridine-derived structures are privileged pharmacophores in medicinal chemistry and an essential functionality for organic chemists. As the prototypical π-deficient heterocycle, pyridine illustrates distinctive chemistry as both substrate and reagent. Application In Synthesis of Pyridin-3-ylboronic acid

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of C7H7NOIn 2021 ,《Divergent, Strain-Release Reactions of Azabicyclo[1.1.0]butyl Carbinols: Semipinacol or Spiroepoxy Azetidine Formation》 was published in Angewandte Chemie, International Edition. The article was written by Gregson, Charlotte H. U.; Noble, Adam; Aggarwal, Varinder K.. The article contains the following contents:

The azetidine moiety is a privileged motif in medicinal chem. and new methods that access them efficiently are highly sought after. Towards this goal, we have found that azabicyclo[1.1.0]butyl carbinols, readily obtained from the highly strained azabicyclo[1.1.0]butane (ABB), can undergo divergent strain-release reactions upon N-activation. Treatment with trifluoroacetic anhydride or triflic anhydride triggered a semipinacol rearrangement to give keto 1,3,3-substituted azetidines. More than 20 examples were explored, enabling us to evaluate selectivity and the migratory aptitude of different groups. Alternatively, treatment of the same alcs. with benzyl chloroformate in the presence of NaI led to iodohydrin intermediates which gave spiroepoxy azetidines upon treatment with base. The electronic nature of the activating agent dictates which pathway operates. In addition to this study using 4-Acetylpyridine, there are many other studies that have used 4-Acetylpyridine(cas: 1122-54-9Electric Literature of C7H7NO) was used in this study.

4-Acetylpyridine(cas: 1122-54-9) belongs to pyridine. Pyridine and pyridine-derived structures are privileged pharmacophores in medicinal chemistry and an essential functionality for organic chemists. As the prototypical π-deficient heterocycle, pyridine illustrates distinctive chemistry as both substrate and reagent. Electric Literature of C7H7NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

COA of Formula: C6H4N2In 2020 ,《Fluorinated carboxylic acids as powerful building blocks for the formation of bimolecular monolayers》 was published in Chemical Communications (Cambridge, United Kingdom). The article was written by Pinfold, Harry; Greenland, Christopher; Pattison, Graham; Costantini, Giovanni. The article contains the following contents:

We compare the ability of a prototypical dicarboxylic acid and its fluorinated analog to act as mol. building blocks for the formation of self-assembled monolayers. While fluorination is found to prevent homomol. self-assembly, it greatly increases the ability of the carboxylic acid to act as a hydrogen bond donor for the formation of bimol. networks. In the experiment, the researchers used 4-Cyanopyridine(cas: 100-48-1COA of Formula: C6H4N2)

4-Cyanopyridine(cas: 100-48-1) belongs to pyridine. Pyridines, quinolines, and isoquinolines have found a function in almost all aspects of organic chemistry. Pyridine has found use as a solvent, base, ligand, functional group, and molecular scaffold. As structural elements, these moieties are potent electron-deficient groups, metal-directing functionalities, fluorophores, and medicinally important pharmacophores. COA of Formula: C6H4N2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 3510-66-5In 2021 ,《Ligand-controlled, Pd/CuH-catalyzed reductive cross-coupling of terminal alkenes and N-heteroaryl bromides》 was published in Chemical Communications (Cambridge, United Kingdom). The article was written by Seo, Sanghyup; Kim, Donghyeon; Kim, Hyunwoo. The article contains the following contents:

The reductive cross-coupling of terminal alkenes and N-heterocyclic bromides had been demonstrated by ligand optimization of Pd and CuH catalysis. The optimized ligands were Briphos, a π-acceptor monodentate phosphorus ligand, for Pd catalysis and DTB-DPPBz, a sterically bulky bidentate phosphorus ligand, for CuH catalysis. These conditions were further applied to the gram-scale production of clathryimine B. In the experiment, the researchers used many compounds, for example, 2-Bromo-5-methylpyridine(cas: 3510-66-5Application of 3510-66-5)

2-Bromo-5-methylpyridine(cas: 3510-66-5) belongs to pyridine. Pyridines, quinolines, and isoquinolines have found a function in almost all aspects of organic chemistry. Pyridine has found use as a solvent, base, ligand, functional group, and molecular scaffold. As structural elements, these moieties are potent electron-deficient groups, metal-directing functionalities, fluorophores, and medicinally important pharmacophores. Application of 3510-66-5

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

SDS of cas: 13534-97-9In 2012 ,《Design, synthesis and structure-activity-relationship of 1,5-tetrahydronaphthyridines as CETP inhibitors》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Fernandez, Maria-Carmen; Escribano, Ana; Mateo, Ana I.; Parthasarathy, Saravanan; Martin de la Nava, Eva M.; Wang, Xiaodong; Cockerham, Sandra L.; Beyer, Thomas P.; Schmidt, Robert J.; Cao, Guoqing; Zhang, Youyan; Jones, Timothy M.; Borel, Anthony; Sweetana, Stephanie A.; Cannady, Ellen A.; Stephenson, Gregory; Frank, Scott; Mantlo, Nathan B.. The article contains the following contents:

This Letter describes the discovery and SAR optimization of 1,5-tetrahydronaphthyridines, a new class of potent CETP inhibitors. The effort led to the identification of I and II with in vitro human plasma CETP inhibitory activity in the nanomolar range (IC50 = 23 and 22 nM, resp.). Both I and II exhibited robust HDL-c increase in hCETP/hApoA1 dual heterozygous mice model. In addition to this study using 6-Bromopyridin-3-amine, there are many other studies that have used 6-Bromopyridin-3-amine(cas: 13534-97-9SDS of cas: 13534-97-9) was used in this study.

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Reaction with nitrous acid (HNO2), which functions as an acylating agent that is a source of the nitrosyl group (―NO), converts aliphatic primary amines to nitrogen and mixtures of alkenes and alcohols corresponding to the alkyl group in a complex process. This reaction has been used for analytical determination of primary amino groups in a procedure known as the Van Slyke method.SDS of cas: 13534-97-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《A mesoporous NNN-pincer-based metal-organic framework scaffold for the preparation of noble-metal-free catalysts》 was written by Zhang, Yingmu; Li, Jialuo; Yang, Xinyu; Zhang, Peng; Pang, Jiandong; Li, Bao; Zhou, Hong-Cai. Formula: C6H6BrNThis research focused onzirconium terpyridinephenylcarboxylate MOF preparation gas adsorption isotherm epoxidation catalyst; borylation catalyst zirconium terpyridinephenylcarboxylate MOF; surface area pore size distribution thermal stability zirconium terpyridinephenylcarboxylate. The article conveys some information:

Through topol.-guided synthesis, a Zr-based mesoporous MOF was successfully constructed, adopting a β-cristobalite-type structure. The MOF is embedded with well-arranged terpyridine coordination sites for facile post-synthetic metalation, and can be effectively used as a general scaffold for the preparation of noble-metal-free catalysts. For instance, the scaffolded metal@MOF material exhibits highly efficient catalytic activity for alkene epoxidation and arene borylation. After reading the article, we found that the author used 2-Bromo-5-methylpyridine(cas: 3510-66-5Formula: C6H6BrN)

2-Bromo-5-methylpyridine(cas: 3510-66-5) belongs to pyridine. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Additionally, pyridine-based natural products continue to be discovered and studied for their properties and to understand their biosynthesis.Formula: C6H6BrN

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem