Day: November 10, 2022

Lu, Jun; Ji, Shun-Jun; Teo, Yong-Chua; Loh, Teck-Peng published an article on January 6 ,2005. The article was titled 《Highly Enantioselective Allylation of Aldehydes Catalyzed by Indium(III)-PYBOX Complex》, and you may find the article in Organic Letters.Safety of 2,6-Bis((R)-4-isopropyl-5,5-diphenyl-4,5-dihydrooxazol-2-yl)pyridine The information in the text is summarized as follows:

A chiral indium(III)-PYBOX complex prepared from indium triflate and chiral PYBOX has been discovered to effect high enantioselectivities in the addition of allyltributylstannane to aldehydes. The allylation of a variety of aromatic, α,β-unsaturated, and aliphatic aldehydes resulted in good yields and high enantioselectivities (up to 94% ee). After reading the article, we found that the author used 2,6-Bis((R)-4-isopropyl-5,5-diphenyl-4,5-dihydrooxazol-2-yl)pyridine(cas: 828918-24-7Safety of 2,6-Bis((R)-4-isopropyl-5,5-diphenyl-4,5-dihydrooxazol-2-yl)pyridine)

2,6-Bis((R)-4-isopropyl-5,5-diphenyl-4,5-dihydrooxazol-2-yl)pyridine(cas: 828918-24-7) belongs to pyridine derivatives. 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. Safety of 2,6-Bis((R)-4-isopropyl-5,5-diphenyl-4,5-dihydrooxazol-2-yl)pyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Xu, Lei; Liu, Fu-Yue; Zhang, Qi; Chang, Wei-Jun; Liu, Zhong-Lin; Lv, Ying; Yu, Hai-Zhu; Xu, Jun; Dai, Jian-Jun; Xu, Hua-Jian published an article on January 31 ,2021. The article was titled 《The amine-catalysed Suzuki-Miyaura-type coupling of aryl halides and arylboronic acids》, and you may find the article in Nature Catalysis.Product Details of 39856-58-1 The information in the text is summarized as follows:

A robust and chemoselective organocatalytic Suzuki-Miyaura-type coupling of aryl halides viz. Me 2-(4-bromophenyl)propanoate, Me 2-(4-chlorophenyl)propanoate, 5-bromopyrimidine, etc. with arylboronic acids viz. phenylboronic acid, naphthalen-2-ylboronic acid, furan-3-ylboronic acid, etc. catalyzed by amines, e.g. 2-methyl-N1,N3-di-o-tolylbenzene-1,3-diamine was reported. The utility and scope of this reaction were demonstrated by the synthesis of several com. relevant small mols. viz. Me 2-([1,1′-biphenyl]-4-yl)propanoate, Me 2-(4-(naphthalen-2-yl) phenyl)propanoate, 5-(furan-3-yl)pyrimidine, etc. and a selection of derivatives of pharmaceutical drugs e.g., Boscalid. The experimental process involved the reaction of 2-Bromopyridin-3-amine(cas: 39856-58-1Product Details of 39856-58-1)

2-Bromopyridin-3-amine(cas: 39856-58-1) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Product Details of 39856-58-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Luo, Kui; Cao, Tongxiang; Jiang, Huanfeng; Chen, Lianfen; Zhu, Shifa published 《Gold-Catalyzed Ring Expansion of Enyne-Lactone: Generation and Transformation of 2-Oxoninonium》.Organic Letters published the findings.Name: 2-Bromonicotinaldehyde The information in the text is summarized as follows:

An efficient gold-catalyzed ring-expansion reaction of enyne-lactones to form 2-oxoninonium intermediates is reported. The 2-oxoninonium generated in this work could undergo further 6π electrocyclization and aromatization reaction to produce different aromatic compounds In the part of experimental materials, we found many familiar compounds, such as 2-Bromonicotinaldehyde(cas: 128071-75-0Name: 2-Bromonicotinaldehyde)

2-Bromonicotinaldehyde(cas: 128071-75-0) 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. Name: 2-Bromonicotinaldehyde

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Molecules included an article by Yuan, Chunling; Zheng, Li; Zhao, Yingdai. Safety of 2-Pyridinylboronic acid. The article was titled 《Cu(II)-catalyzed homocouplings of (hetero)arylboronic acids with the assistance of 2-O-methyl-D-glucopyranose》. The information in the text is summarized as follows:

This is the first report of a natural ligand improving the copper-catalyzed homocouplings of (hetero)arylboronic acids. Various important synthetic biaryl intermediates in organic synthesis could be assembled via this method. To gain insight into this reaction, in-situ React IR technol. was used to confirm the effectivity of this catalyst system. This protocol provides important biaryl compounds in high yields within a short time. In the experiment, the researchers used many compounds, for example, 2-Pyridinylboronic acid(cas: 197958-29-5Safety of 2-Pyridinylboronic acid)

2-Pyridinylboronic acid(cas: 197958-29-5) 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.Safety of 2-Pyridinylboronic acid

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Talanta included an article by Arabahmadi, Raziyeh. Reference of 2,6-Diaminopyridine. The article was titled 《A selective chemosensor and fluorescence probe for relay recognition of cations and fluoride ions in aqueous media with logic gate function》. The information in the text is summarized as follows:

Cation to anion relay recognition was studied for the 1st time with sequential specificity (Cu2+ → F- or Co2+ → F-) using a fluorescence ON-OFF-ON mechanism. I (L1) is a receptor with high selectivity for F-, Cu2+ and Co2+ ions in the solution of DMSO/H2O with a 9:1 volume ratio. Absorption and fluorescence spectra were used to study the sensing process. Fluorescent emission intensity of L1 at 324 is quenched (switch-Off) after the addition of Cu2+ and Co2+. Surprisingly, complex L1 + Cu2+ or L1 + Co2+ is restored with addition of F- into the compound (switch-On). Consequently, implication (from emission) and inhibit (from absorption) logic gates are constructed at mol. level. The gates operate in fluorescence and absorption modes when Cu2+ and F- or Co2+ and F- were used as input materials and the fluorescence intensity signal as outputs. Based on reversible and reproducible system, a sequential memory unit with integrated ”Writing-Reading-Erasing-Reading” behavior, is developed. In the experiment, the researchers used many compounds, for example, 2,6-Diaminopyridine(cas: 141-86-6Reference of 2,6-Diaminopyridine)

2,6-Diaminopyridine(cas: 141-86-6) belongs to pyridine. Pyridine and its simple derivatives are stable and relatively unreactive liquids, with strong penetrating odours that are unpleasant.Reference of 2,6-Diaminopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Photoredox-Catalyzed Remote Difunctionalizations of Alkenes To Synthesize Fluoroalkyl Ketones with Dimethyl Sulfoxide as the Oxidant》 were Li, Lixin; Luo, Haotian; Zhao, Zhengguang; Li, Yong; Zhou, Qiuju; Xu, Jing; Li, Jie; Ma, Yan-Na. And the article was published in Organic Letters in 2019. Computed Properties of C33H24IrN3 The author mentioned the following in the article:

Visible light-mediated cascade remote oxyfluoroalkylation of alkenes under mild conditions is developed for the first time. The key point of this transformation is the incorporation of alkene fluoroalkylation-initiated remote benzyl C-H bond activation via a 1,5-H shift in a highly controlled site-selective manner and Kornblum reaction with DMSO as the oxidant. With this method, a broad array of fluoroalkyl groups were introduced into a double bond to produce 1,6-fluoroalkylated ketones at room temperature In the part of experimental materials, we found many familiar compounds, such as fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6Computed Properties of C33H24IrN3)

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. Computed Properties of C33H24IrN3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Nickel-Catalyzed 1,2-Arylboration of Vinylarenes》 were Wang, Wang; Ding, Chao; Pang, Hailiang; Yin, Guoyin. And the article was published in Organic Letters in 2019. Synthetic Route of C6H6BrN The author mentioned the following in the article:

A novel Ni-catalyzed 1,2-arylboration of vinylarenes is reported. A variety of 2-boryl-1,1-diarylalkanes, which constitute a class of significant pharmacophores, are efficiently prepared from readily available olefins and aryl halides in the presence of bis(pinacolato)diboron under mild reaction conditions. The success of this three-component cascade is mainly attributed to the redox-active N-based ligand. Also, this method exhibits good functional group tolerance and excellent chemo- and stereoselectivity. In the part of experimental materials, we found many familiar compounds, such as 2-Bromo-5-methylpyridine(cas: 3510-66-5Synthetic Route of C6H6BrN)

2-Bromo-5-methylpyridine(cas: 3510-66-5) belongs to pyridine. When pyridine is adsorbed on oxide surfaces or in porous materials, the following species are commonly observed: (i) pyridine coordinated to Lewis acid sites, (ii) pyridine H-bonded to weakly acidic hydroxyls, and (iii) protonated pyridine. At high coverage, physisorbed pyridine and protonated dimers can also be observed.Synthetic Route of C6H6BrN

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Planar-chiral [2.2]Paracyclophane-based Pyridonates as Ligands for Tantalum-catalyzed Hydroaminoalkylation》 were Braun, Carolin; Nieger, Martin; Braese, Stefan; Schafer, Laurel L.. And the article was published in ChemCatChem in 2019. Application of 3510-66-5 The author mentioned the following in the article:

By using planar chiral [2.2]paracyclophane-containing N,O-chelating ligands for tantalum-catalyzed hydroaminoalkylation, one of the most versatile catalytic systems for this reaction to date was obtained [e.g., 4-methoxy-N-methylaniline + 1-octene I (90%)]. Convenient Csp3-Csp3 bond formation of amines with terminal and internal alkenes was enabled by the same in situ synthesized catalytic system of [2.2]paracyclophane-based pyridonates and Ta(CH2TMS)3Cl2 that shows also very promising results for N-containing heterocycles. The experimental part of the paper was very detailed, including the reaction process of 2-Bromo-5-methylpyridine(cas: 3510-66-5Application of 3510-66-5)

2-Bromo-5-methylpyridine(cas: 3510-66-5) belongs to pyridine. Pyridine derivatives lend themselves to many roles in the spirited field of supramolecular chemistry – whether as the ligand backbone of metal-organic polymers or presiding over the key electronic stations of nanodevices. In biochemistry, pyridine-containing cofactors are necessary nutrients on which our lives depend. Application of 3510-66-5

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Stereochemistry of the α-carbon in the benzylic modifying moiety attached at the C-5 end of thymidine affects the potency of a newly identified anti-cancer lead nucleoside》 was published in Tetrahedron in 2020. These research results belong to Bercz, Aron P.; McClure, W. Andrew; English, Michael; Keebaugh, Michael W.; Litosh, Vladislav A.. Product Details of 2510-22-7 The article mentions the following:

The bioactivity of antimetabolites is connected to mol. recognition by the target proteins, which makes the stereochem. configuration of the chiral centers in these mols., including those in the modifying moieties, of extreme importance. In an attempt to enhance the anti-cancer activity of a newly identified 5-[(R/S-α-tert-butyl-2-nitro-4-{2-phenyl}alkynyl)benzyloxy]methyl-2′-deoxyuridine, initially evaluated as a 1:1 mixture of diastereomers with respect to the modifying moiety, we first took the excision library approach, which revealed the importance of all the structural features of the moiety for bioactivity. We then proceeded with the synthesis of the secondary derivatives, varying the substitution pattern within the moiety. These attempts failed to improve bioactivity. However, examination of individually made stereoisomers revealed a 3-fold potency increase in the S-isomer compared with the diastereomeric mixture, without significantly affecting the toxicity against normal rapidly dividing cells. In the experimental materials used by the author, we found 4-Ethynylpyridine(cas: 2510-22-7Product Details of 2510-22-7)

4-Ethynylpyridine(cas: 2510-22-7) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.Product Details of 2510-22-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Carbazole-bridged NCN-pincer palladium complex catalyzed direct C-H arylation reaction of azoles》 was published in Youji Huaxue in 2020. These research results belong to Song, Wenyue; Rao, Xiaofeng; Bu, Qingqing; Liu, Ning. Electric Literature of C5H3BrClN The article mentions the following:

A new type of pincer palladium complexes C1∼C6 based on the strong donor strength of carbazoles skeleton were synthesized. The air- and moisture-stable complexes C1∼C6 act as efficient catalysts for the direct arylation of azoles with (hetero)aryl bromides in good to excellent yields with broad substrate scope used KOAc as sole base under aerobic conditions. It was demonstrated that this developed protocol was used as catalytic system for the direct C-H bond arylation of thiazoles under relatively mild reaction conditions at a low catalyst loading of 0.5 mol%. The results came from multiple reactions, including the reaction of 5-Bromo-2-chloropyridine(cas: 53939-30-3Electric Literature of C5H3BrClN)

5-Bromo-2-chloropyridine(cas: 53939-30-3) belongs to pyridine. Pyridines are often used as catalysts or reagents; particular notice has been paid recently to how pyridine coordinates to metal centers enabling a wide range of valuable reactions. Electric Literature of C5H3BrClN

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem