Day: November 9, 2022

Zhu, Huilong; Xing, Junhao; Wu, Changhui; Wang, Chenhong; Yao, Weijun; Dou, Xiaowei published an article in 2022. The article was titled 《Rhodium-Catalyzed Chemodivergent Pyridylation of Alkynes with Pyridylboronic Acidsã€? and you may find the article in Organic Letters.Electric Literature of C5H6BNO2 The information in the text is summarized as follows:

The pyridylation of alkynes with pyridylboronic acids is realized under rhodium catalysis. Chemodivergent pyridylation products, including alkenylpyridines produced via the hydropyridylation pathway and cyclopenta[c]pyridines produced via the pyridylation/cyclization pathway, were selectively produced by fine-tuning the reaction conditions. A mechanistic study revealed that 1,4-rhodium migration to the pyridine ring was involved as the key step in the chemodivergent synthesis. The results came from multiple reactions, including the reaction of Pyridin-3-ylboronic acid(cas: 1692-25-7Electric Literature of C5H6BNO2)

Pyridin-3-ylboronic acid(cas: 1692-25-7) 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.Electric Literature of C5H6BNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2022,Zhong, Shuai; Zhou, Zhiwei; Zhao, Feng; Mao, Guojiang; Deng, Guo-Jun; Huang, Huawen published an article in Organic Letters. The title of the article was 《Deoxygenative C-S Bond Coupling with Sulfinates via Nickel/Photoredox Dual Catalysisã€?Application of 3510-66-5 The author mentioned the following in the article:

The C-S bond formation from aryl halides and thiols has been well established under various catalytic systems. In this work, user-friendly sulfinates have been exploited as an efficient sulfenylating reagent in the C-S couplings through visible light-induced photo/nickel dual catalysis under base- and external reductant-free conditions. A large number of aryl sulfide products were accessed with high selectivity and high tolerance of various functionalities. After reading the article, we found that the author used 2-Bromo-5-methylpyridine(cas: 3510-66-5Application of 3510-66-5)

2-Bromo-5-methylpyridine(cas: 3510-66-5) 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.Application of 3510-66-5

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2022,Yin, Si-Yong; Pan, Chongqing; Zhang, Wen-Wen; Liu, Chen-Xu; Zhao, Fangnuo; Gu, Qing; You, Shu-Li published an article in Organic Letters. The title of the article was 《SCpRh(III)-Catalyzed Enantioselective Synthesis of Atropisomers by C2-Arylation of Indoles with 1-Diazonaphthoquinonesã€?Quality Control of 2-Bromo-5-methylpyridine The author mentioned the following in the article:

The Rh(III)-catalyzed highly enantioselective C2-arylation of indole derivatives with 1-diazonaphthoquinones is reported. In the presence of 2.5 mol % SCpRh complex and 20 mol% AgNO3, the C2-arylation reactions of indoles proceeded smoothly, affording a wide range of C2-arylated indole atropisomers in good yields and enantioselectivity (�6% yield, �7% ee) under mild conditions. The method displays a broad substrate scope and good functional group tolerance. In the experiment, the researchers used many compounds, for example, 2-Bromo-5-methylpyridine(cas: 3510-66-5Quality Control of 2-Bromo-5-methylpyridine)

2-Bromo-5-methylpyridine(cas: 3510-66-5) 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. Quality Control of 2-Bromo-5-methylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2022,Dahiya, Amit; Schoenebeck, Franziska published an article in Organic Letters. The title of the article was 《Direct C-H Dehydrogenative Germylation of Terminal Alkynes with Hydrogermanesã€?Computed Properties of C7H5N The author mentioned the following in the article:

A direct C(sp)-H germylation of terminal alkynes with tri-Et Ge hydride is reported. The method is operationally simple and makes use of B(C6F5)3 catalysis in combination with 2,6-lutidine as an organic base. Exclusive selectivity for dehydrogenative germylation of the alkyne over the competing hydrogermylation is observed The results came from multiple reactions, including the reaction of 4-Ethynylpyridine(cas: 2510-22-7Computed Properties of C7H5N)

4-Ethynylpyridine(cas: 2510-22-7) belongs to pyridine. Pyridines form stable salts with strong acids. Pyridine itself is often used to neutralize acid formed in a reaction and as a basic solvent. Computed Properties of C7H5N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 4-CyanopyridineIn 2021 ,《Transition metal-free NaOH-catalyzed hydration of nitriles to primary amides in NH3·H2O-DMSO mixtureã€?appeared in Molecular Diversity. The author of the article were Wang, Nan; Ma, Peilong; Xie, Jianwei; Zhang, Jie. The article conveys some information:

An efficient protocol for hydration of aryl(hetero)/alkyl nitriles RCN (R = Bu, cyclohexyl, thiophen-2-yl, 4-chlorophenyl, etc.) toward primary amides RC(O)NH2 with 0.1 equivalent was reported. NaOH in NH3·H2O-DMSO under mild conditions is used. Various substituted nitriles are smoothly converted to the corresponding amides with good to excellent isolated yields. Gram-scale reactions were also performed to produce the desired products in high yields. In addition, the excessive hydrolysis of the benzonitrile to form benzoic acid was also achieved with increasing the amount of NaOH and prolonging the reaction time. The experimental part of the paper was very detailed, including the reaction process of 4-Cyanopyridine(cas: 100-48-1Reference of 4-Cyanopyridine)

4-Cyanopyridine(cas: 100-48-1) belongs to pyridine. The basicity and metallophilic high donor number of these π-deficient systems has long favored them as ligands in metal catalysis. The last decade saw pyridine assume a stronger role as functional group for directed C–H oxidation/activation.Reference of 4-Cyanopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 2-Bromo-5-methylpyridineIn 2019 ,《Systematic investigation of hydrogen-bond propensities for informing co-crystal design and assemblyã€?appeared in CrystEngComm. The author of the article were Sarkar, Nandini; Sinha, Abhijeet S.; Aakeroy, Christer B.. The article conveys some information:

Co-crystallizations can be utilized for generating new solid forms of a target substance in order to alter or enhance some specific bulk phys. property. Generally, selection of the co-former (the necessary partner for the target mol.) is based on existing structural information about mol. recognition events involving complementary functional groups, and extensive exptl. screening methods. In this study, we utilize structure-informatics in an attempt to predict if two different mols. will form a co-crystal or not. Our study is based on hydrogen-bond propensity (HBP), and the key premise of our approach rests on whether target-co-former interactions are more likely to take place than either target-target or co-former-co-former hydrogen bonds. We examined six different target mols. in combination with 25 possible co-formers each and used the HBP protocol for predicting if a co-crystal would form or not. The predictions were then compared with results from an exptl. co-crystal screen of the 150 different combinations. The correct outcome was successfully predicted 92-95% of the time which shows that for this series of small mols., HBP is a very reliable indicator for determining if a co-crystal will form between a target mol. and a particular co-former. In the part of experimental materials, we found many familiar compounds, such as 2-Bromo-5-methylpyridine(cas: 3510-66-5Reference of 2-Bromo-5-methylpyridine)

2-Bromo-5-methylpyridine(cas: 3510-66-5) belongs to pyridine. The basicity and metallophilic high donor number of these π-deficient systems has long favored them as ligands in metal catalysis. The last decade saw pyridine assume a stronger role as functional group for directed C–H oxidation/activation.Reference of 2-Bromo-5-methylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Safety of Methyl 5-bromopicolinateIn 2005 ,《Ligand creation via linking – a rapid and convenient method for construction of novel supported PyOX-ligandsã€?appeared in Tetrahedron. The author of the article were Oila, Markku J.; Tois, Jan E.; Koskinen, Ari M. P.. The article conveys some information:

A novel, tyrosine-derived, supported amino alc. linker was synthesized and used for attachment of picolinic acid derivatives onto different supports. When the resin bound mol. was further activated, the PyOX-moiety could be constructed reliably in enantiopure form. Furthermore, an efficient Pd-catalyzed modification of a picolinic acid derivative is presented. In the experiment, the researchers used many compounds, for example, Methyl 5-bromopicolinate(cas: 29682-15-3Safety of Methyl 5-bromopicolinate)

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. The basicity and metallophilic high donor number of these π-deficient systems has long favored them as ligands in metal catalysis. The last decade saw pyridine assume a stronger role as functional group for directed C–H oxidation/activation.Safety of Methyl 5-bromopicolinate

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 100-48-1In 2021 ,《Electroreductive C3 Pyridylation of Quinoxalin-2(1H)-ones: An Effective Way to Access Bidentate Nitrogen Ligandsã€?appeared in Organic Letters. The author of the article were Wen, Jiangwei; Yang, Xiaoting; Yan, Kelu; Qin, Hongyun; Ma, Jing; Sun, Xuejun; Yang, Jianjing; Wang, Hua. The article conveys some information:

A simple and practical electroreductive-induced C3 pyridylation of quinoxalin-2(1H)-ones with readily available cyanopyridines was reported. More than 36 examples were supplied, and the reaction performed in >95% yield. The present protocol provided a convenient, efficient and gram-scale synthesis strategy for a series of new types of potential bidentate nitrogen ligands I [R = H, Me, F, etc.; R1 = H, Me, Cl; R2 = H, Me, Ph, etc.; R3 = H, Me; R4 = 4-pyridyl, 2-chloro-4-pyridyl, 1-isoquinolyl, etc.; RR1 = CH=CH-CH=CH]. The experimental process involved the reaction of 4-Cyanopyridine(cas: 100-48-1Application of 100-48-1)

4-Cyanopyridine(cas: 100-48-1) 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 of 100-48-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

SDS of cas: 3510-66-5In 2019 ,《Palladium-Catalyzed Hydrocarbonylative Cyclization Enabled by Formal Insertion of Aromatic C=N Bonds into Pd-Acyl Bondsã€?appeared in Organic Letters. The author of the article were Zhou, Xibing; Chen, Anrong; Du, Wei; Wang, Yawen; Peng, Yu; Huang, Hanmin. The article conveys some information:

An efficient new formal insertion strategy via combination of reductive elimination and oxidative addition sequence was reported, in which the transient N-acyliminium ions formed via hydrocarbonylation function as key intermediates. This strategy has enabled a novel palladium-catalyzed hydrocarbonylative cyclization of azaarene-tethered alkenes or dienes via sequential insertion of a C=C bond, CO, and a C=N bond into palladium-hydride bonds. This method provides a new and highly efficient synthetic approach to quinolizinones and its derivatives with extended π-conjugated systems, possessing tunable emission wavelengths and good photoluminescence capabilities.2-Bromo-5-methylpyridine(cas: 3510-66-5SDS of cas: 3510-66-5) was used in this study.

2-Bromo-5-methylpyridine(cas: 3510-66-5) 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. SDS of cas: 3510-66-5

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 6-Bromopyridin-3-amineIn 2018 ,《Synergistic effects in Fe nanoparticles doped with ppm levels of (Pd + Ni). A new catalyst for sustainable nitro group reductionsã€?was published in Green Chemistry. The article was written by Pang, Haobo; Gallou, Fabrice; Sohn, Hyuntae; Camacho-Bunquin, Jeffrey; Delferro, Massimiliano; Lipshutz, Bruce H.. The article contains the following contents:

A remarkable synergistic effect was uncovered between ppm levels of Pd and Ni embedded within Fe nanoparticles that leads to mild and selective catalytic reductions of nitroarenes in water using TPGS-750-M as surfactant at room temperature NaBH4 serves as an inexpensive source of hydride. Broad substrate scope is documented, along with several other features including: low catalyst loading, low residual metal in the products, and recycling of the catalyst and reaction medium, highlight the green nature of this new technol. In addition to this study using 6-Bromopyridin-3-amine, there are many other studies that have used 6-Bromopyridin-3-amine(cas: 13534-97-9Reference of 6-Bromopyridin-3-amine) was used in this study.

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Amines characteristically form salts with acids; a hydrogen ion, H+, adds to the nitrogen. With the strong mineral acids (e.g., H2SO4, HNO3, and HCl), the reaction is vigorous. Salt formation is instantly reversed by strong bases such as NaOH. Neutral electrophiles (compounds attracted to regions of negative charge) also react with amines; alkyl halides (R′X) and analogous alkylating agents are important examples of electrophilic reagents.Reference of 6-Bromopyridin-3-amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem