Day: November 8, 2022

《Access to 2-Alkyl/Aryl-4-(1H)-Quinolones via Orthogonal “”NH3″” Insertion into o-Haloaryl Ynones: Total Synthesis of Bioactive Pseudanes, Graveoline, Graveolinine, and Waltherione F》 was written by Singh, Shweta; Nerella, Sharanya; Pabbaraja, Srihari; Mehta, Goverdhan. Category: pyridine-derivatives And the article was included in Organic Letters in 2020. The article conveys some information:

An efficient one-pot synthesis of 4-(1H)-quinolones through an orthogonal engagement of diverse o-haloaryl ynones with ammonia in the presence of Cu(I), involving tandem Michael addition and ArCsp2-N coupling, is presented. The substrate scope of this convenient protocol, wherein ammonium carbonate acts as both an in situ ammonia source and a base toward diverse 2-substituted 4-(1H)-quinolones, has been mapped and its efficacy validated through concise total synthesis of bioactive natural products pseudanes (IV, VII, VIII, and XII), graveoline, graveolinine, and waltherione F. The experimental process involved the reaction of 2-Bromonicotinaldehyde(cas: 128071-75-0Category: pyridine-derivatives)

2-Bromonicotinaldehyde(cas: 128071-75-0) 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. Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Acyl Fluorides from Carboxylic Acids, Aldehydes, or Alcohols under Oxidative Fluorination》 was written by Liang, Yumeng; Zhao, Zhengyu; Taya, Akihito; Shibata, Norio. HPLC of Formula: 128071-75-0 And the article was included in Organic Letters in 2021. The article conveys some information:

A novel reagent system to obtain acyl fluorides such as benzoyl fluoride, 4-cyclohexylbenzoyl fluoride, dodecanoyl fluoride, etc. directly from three different functional group precursors: carboxylic acids such as benzoic acid, thiophene-2-carboxylic acid, dodecanoic acid, etc. aldehydes such as benzaldehyde, picolinaldehyde, cyclopropanecarboxaldehyde, etc. or alcs. such as benzyl alc., 2-bromonicotinyl alc., 4-bromobenzyl alc., etc. was described. The transformation is achieved via a combination of trichloroisocyanuric acid and cesium fluoride, which facilitates the synthesis of various acyl fluorides in high yield (up to 99%). It can be applied to the late-stage functionalization of natural products and drug mols. that contain a carboxylic acid, an aldehyde, or an alc. group. The experimental process involved the reaction of 2-Bromonicotinaldehyde(cas: 128071-75-0HPLC of Formula: 128071-75-0)

2-Bromonicotinaldehyde(cas: 128071-75-0) belongs to pyridine. Pyridine and its simple derivatives are stable and relatively unreactive liquids, with strong penetrating odours that are unpleasant.HPLC of Formula: 128071-75-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Liang, Yuru; Zhang, Mao; Zhou, Pengfei; Liu, Mingming; Li, Jianqi; Wang, Yang published their research in Bioorganic Chemistry in 2021. The article was titled 《Design, synthesis and antitumor evaluation of novel chiral diaryl substituted azetidin-2-one derivatives as tubulin polymerization inhibitors》.Quality Control of 2,5-Dibromopyridine The article contains the following contents:

A novel class of diaryl substituted azetidin-2-one derivatives were designed, asym. synthesized, and evaluated for antiproliferative activities. The in vitro antitumor assay revealed that among the 4-aryl-substituted 1-(3,4,5-trimethoxyphenyl)azetidin-2-ones (B series), most possessed moderate to strong activities, with compound B7c that bears a 2-naphthyl substituent being the most potent one (IC50 0.16-0.40 μM) against a panel of human cancer cell lines. In contrast, none of the 3-(arylmethylene)-substituted 1-(3,4,5-trimethoxyphenyl)azetidin-2-ones (L series) showed significant activities in the assay. Further studies indicated that B7c inhibited tubulin polymerization, disrupted in vitro vascularization, blocked cell cycle progression at G2/M phase, induced cell apoptosis, decreased mitochondrial membrane potential, and increased the intracellular reactive oxygen species level in a dose-dependent way. Compound B7c also inhibited significantly tumor growth in a xenograft mice model with no obvious drop in the mice body weights Collectively, these results suggested that B7c and its analogs should merit further investigation as new promising antitumor agents. The results came from multiple reactions, including the reaction of 2,5-Dibromopyridine(cas: 624-28-2Quality Control of 2,5-Dibromopyridine)

2,5-Dibromopyridine(cas: 624-28-2) 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. Quality Control of 2,5-Dibromopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Winterling, Erik; Ivlev, Sergei; Meggers, Eric published their research in Organometallics in 2021. The article was titled 《Chiral-at-Ruthenium Catalysts with Mixed Normal and Abnormal N-Heterocyclic Carbene Ligands》.SDS of cas: 624-28-2 The article contains the following contents:

We recently reported a new class of chiral ruthenium catalysts in which two achiral bidentate N-(2-pyridyl)-substituted N-heterocyclic carbene ligands in addition to two labile acetonitriles are coordinated to a central ruthenium and generate a stereogenic metal center which is responsible for the overall chirality. Here we now report our discovery of related chiral-at-ruthenium catalysts in which normal and abnormal N-heterocyclic carbene (NHC) ligands are present at the same time. The synthesis of racemic complexes, their resolution into individual enantiomers by a chiral auxiliary approach, and a catalytic application are reported. The mixed normal/abnormal NHC complexes display significantly increased turnover numbers and turnover frequencies for a nitrene-mediated enantioselective C(sp3)-H amination. In the experiment, the researchers used 2,5-Dibromopyridine(cas: 624-28-2SDS of cas: 624-28-2)

2,5-Dibromopyridine(cas: 624-28-2) 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. SDS of cas: 624-28-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Martinez, Kristina; Benson, Kaitlyn; Paul, Jared; Schmehl, Russell H. published an article in 2021. The article was titled 《Photophysics of Ru(II) complexes with hydroxylated diimine ligands: Photoinduced electron/proton transfer to anthraquinone》, and you may find the article in Polyhedron.Application In Synthesis of 2-Pyridinylboronic acid The information in the text is summarized as follows:

This manuscript reports the reaction of the 3MLCT excited states of two luminescent chromophores, [(bpy)2Ru(OHbpy)]2+ and [(bpy)2Ru(OMebpy)]2+ (bpy = 2,2′-bipyridine, OHbpy = 4-hydroxy-2,2′-bipyridine, OMebpy = 4-methoxy-2,2′-bipyridine), with anthraquinone (AQ). A series of luminescence, electrochem., spectrophotometric and transient absorption studies were done in order to determine free energies for the potential reaction paths between the photoexcited complexes and AQ. For the OMebpy complex, only excited state electron transfer (ET*) from the 3MLCT state of the complex to AQ was possible. However, for the OHbpy complex, the excited state could react with AQ via a variety of pathways including excited state electron transfer, ET*, excited state proton transfer (PT*) and excited state proton coupled electron transfer (PCET*). The thermodn. anal. revealed that, for the OHbpy complex PT* was very endergonic and not a viable reaction pathway, however both ET* and PCET* could occur. Luminescence quenching studies revealed that both the OHbpy and the OMebpy excited complexes reacted with AQ (kq ∼ 109 M-1s-1 for both). Transient absorption anal. showed that, for the OMebpy complex, no photoproducts escaped the encounter complex associated with the quenching reaction. The result is consistent with strong electrostatic association of the 3+/1- encounter complex. For the OHbpy complex transient absorption results clearly show the formation of PCET* products from the encounter complex. The result represents one of a small number of examples of excited states of chromophores reacting via proton coupled electron transfer within an encounter complex. The results came from multiple reactions, including the reaction of 2-Pyridinylboronic acid(cas: 197958-29-5Application In Synthesis of 2-Pyridinylboronic acid)

2-Pyridinylboronic acid(cas: 197958-29-5) 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. Application In Synthesis of 2-Pyridinylboronic acid

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Liang, Qiuming; Song, Datong published an article in 2021. The article was titled 《Syntheses and Reactivity of Piano-Stool Iron Complexes of Picolyl-Functionalized N-Heterocyclic Carbene Ligands》, and you may find the article in Organometallics.Recommanded Product: 2-(Bromomethyl)pyridine hydrobromide The information in the text is summarized as follows:

[FeClCp*(HL)] (1; HL = 3-methyl-1-(2-picolyl)-imidazol-2-ylidene) was synthesized from the reaction of in situ generated HL ligand and [FeClCp*(TMEDA)] (TMEDA is N,N,N’,N’-tetramethylethylenediamine). The deprotonation of 1 with KHMDS led to removal of a pyridylic proton and the dearomatization of the pyridine ring of the HL ligand, forming [Cp*(L)Fe(μ-N2)FeCp*(L)] (2) under N2 or [(FeCp*)2(μ-H)(μ-L)] (3) under Ar. Complex 2 splits H2 across the L- ligands and the Fe centers to give [FeCp*(H)(HL)] (4). Complex 4 readily converts to [Cp*(L”)Fe(μ-N2)FeCp*(L”)] (5) under N2, where the L”- ligand chelates to the metal center through the carbene C and a pyridyl C. The reactions of 2 with PhSiH3 and Ph2SiH2 give silyl complexes 6 and 7, resp. Compounds of 2, 4, and 5 are active (pre)catalysts for the dehydrogenative coupling of dimethylamine borane. The results came from multiple reactions, including the reaction of 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Recommanded Product: 2-(Bromomethyl)pyridine hydrobromide)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) belongs to pyridine. Pyridine is a relatively complex molecule and exhibits a number of different bands in IR spectra. Among others, the bands characterizing the ν8a and ν19b modes have been found to be sensitive to the coordination or protonation of the molecule. Note that the band that is diagnostic for the PyH+ ion at about 1545 cm− 1 (ν19b mode) does not overlap with any of the other bands.Recommanded Product: 2-(Bromomethyl)pyridine hydrobromide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Xie, Chao; Lin, Longfei; Huang, Liang; Wang, Zixin; Jiang, Zhiwei; Zhang, Zehui; Han, Buxing published an article in 2021. The article was titled 《Zn-Nx sites on N-doped carbon for aerobic oxidative cleavage and esterification of C(CO)-C bonds》, and you may find the article in Nature Communications.Name: 4-Acetylpyridine The information in the text is summarized as follows:

Zn/NC-X catalysts, in which Zn2+ coordinated with N species on microporous N-doped carbon (NC) and X denoted the pyrolysis temperature, could effectively catalyze aerobic oxidative cleavage of C(CO)-C bonds and quant. converted acetophenone to Me benzoate with a yield of 99% at 100°C was reported. The Zn/NC-950 could be applied for a wide scope of acetophenone derivatives as well as more challenging alkyl ketones. Detail mechanistic investigations revealed that the catalytic performance of Zn/NC-950 could be attributed to the coordination between Zn2+ and N species to change the electronic state of the metal, synergetic effect of the Zn single sites with their surrounding N atoms, as well as the microporous structure with the high surface area and structural defects of the NC. In addition to this study using 4-Acetylpyridine, there are many other studies that have used 4-Acetylpyridine(cas: 1122-54-9Name: 4-Acetylpyridine) was used in this study.

4-Acetylpyridine(cas: 1122-54-9) belongs to pyridine. Pyridine is a relatively complex molecule and exhibits a number of different bands in IR spectra. Among others, the bands characterizing the ν8a and ν19b modes have been found to be sensitive to the coordination or protonation of the molecule. Note that the band that is diagnostic for the PyH+ ion at about 1545 cm− 1 (ν19b mode) does not overlap with any of the other bands.Name: 4-Acetylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2022,Wang, Yiran; Fukuda, Masayuki; Nikolaev, Sergey; Miyake, Atsushi; Griffith, Kent J.; Nisbet, Matthew L.; Hiralal, Emily; Gautier, Romain; Fisher, Brandon L.; Tokunaga, Masashi; Azuma, Masaki; Poeppelmeier, Kenneth R. published an article in Inorganic Chemistry. The title of the article was 《Two Distinct Cu(II)-V(IV) Superexchange Interactions with Similar Bond Angles in a Triangular “”CuV2″” Fragment》.Reference of 4,4′-Dimethyl-2,2′-bipyridine The author mentioned the following in the article:

The strength and sign of superexchange interactions are often predicted on the basis of the bond angles between magnetic ions, but complications may arise in situations with a nontrivial arrangement of the magnetic orbitals. We report on a novel mol. tetramer compound [Cu(H2O)dmbpy]2[V2O2F8] (dmbpy = 4,4′-dimethyl-2,2′-bipyridyl) that is composed of triangular “”CuV2″” fragments and displays a spin gap behavior. By combining first-principles calculations and electronic models, we reveal that superexchange Cu-V interactions carry drastically different coupling strengths along two Cu-F-V pathways with comparable bond angles in the triangular “”CuV2″” fragment. Counterintuitively, their strong disparity is found to originate from the restricted symmetry of the half-filled Cu dx2-y2 orbital stabilized by the crystal field, leading to one dominating antiferromagnetic Cu-V coupling in each fragment. We revisit the magnetic properties of the reported spin-gapped chain compound [enH2]Cu(H2O)2[V2O2F8] (enH2 = ethylene diammonium) containing similar triangular “”CuV2″” fragments, and the magnetic behavior of the mol. tetramer and the chain compounds is rationalized as that of weakly coupled spin dimers and spin trimers, resp. This work demonstrates that fundamentally different magnetic couplings can be observed between magnetic ions with similar bond angles in a single spin motif, thus providing a strategy to introduce various exchange interactions combined with low dimensionality in heterometallic Cu(II)-V(IV) compounds The experimental process involved the reaction of 4,4′-Dimethyl-2,2′-bipyridine(cas: 1134-35-6Reference of 4,4′-Dimethyl-2,2′-bipyridine)

4,4′-Dimethyl-2,2′-bipyridine(cas: 1134-35-6) is used as a chemical Intermediate. It can be used for the determination of ferrous and cyanide compounds.Reference of 4,4′-Dimethyl-2,2′-bipyridine Furthermore, 4,4′-Dimethyl-2,2′-bipyridine is used in the synthesis of a series of o-phenanthroline-substituted ruthenium(II) complexes.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2022,Siddiqa, Ayesha; Zubair, Muhammad; Bilal, Muhammad; Rasool, Nasir; Qamar, Muhammad Usman; Khalid, Aqsa; Ahmad, Gulraiz; Imran, Muhammad; Mahmood, Sajid; Ashraf, Ghulam Abbas published an article in Pharmaceuticals. The title of the article was 《Synthesis of Functionalized N-(4-Bromophenyl)furan-2-carboxamides via Suzuki-Miyaura Cross-Coupling: Anti-Bacterial Activities against Clinically Isolated Drug Resistant A. baumannii, K. pneumoniae, E. cloacae and MRSA and Its Validation via a Computational Approach》.HPLC of Formula: 1692-25-7 The author mentioned the following in the article:

N-(4-Bromophenyl)furan-2-carboxamide I [R = Br] was synthesized by the reaction furan-2-carbonyl chloride and 4-bromoaniline in the presence of Et3N in excellent yields of 94%. The carboxamide I [R = Br] was arylated by employing triphenylphosphine palladium as a catalyst and K3PO4 as a base to afford N-(4-bromophenyl)furan-2-carboxamide analogs I [R = 4-MeC6H4, 4-MeOC6H4, 4-ClC6H4, etc.] in moderate to good yields (43-83%). Furthermore, in vitro anti-bacterial activities of the resp. compounds against clin. isolated drug-resistant bacteria A. baumannii, K. pneumoniae, E. cloacae and S. aureus was investigated. The mol. I [R = Br] was found to be the most effective activity against these bacteria, particularly NDM-pos. bacteria A. baumannii as compared to various com. available drugs. Docking studies and MD simulations further validated it, expressing the active site and mol. interaction stability. After reading the article, we found that the author used Pyridin-3-ylboronic acid(cas: 1692-25-7HPLC of Formula: 1692-25-7)

Pyridin-3-ylboronic acid(cas: 1692-25-7) 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: 1692-25-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 103-74-2In 2017 ,《Mechanism and Stereocontrol in Isotactic rac-Lactide Polymerization with Copper(II) Complexes》 appeared in ACS Catalysis. The author of the article were Daneshmand, Pargol; van der Est, Art; Schaper, Frank. The article conveys some information:

Reaction of N-R,N’-R’-2,5-diiminopyrroles (R = R’ = S-CH(Me)Ph; R = R’ = CH2Ph; R = S-CH(Me)Ph, R’ = H) with Cu(OMe)2 in the presence of chelating alcs., ROH (R1 = C2H4NMe2, R2 = C2H4Py, R3 = CH2Py, R4 = CMe2Py) yielded the dinuclear, alkoxide-bridged complexes L2Cu2(OR)2. The complexes catalyze the polymerization of rac-lactide at room temperature with catalyst concentrations of 1-3 mM in 4-24 h (v = k[cat][monomer] with k = [2.3(5)] × 102 – [6.5(6)] × 102 M-1 h-1). EPR and mechanistic studies indicate that the complexes remain dinuclear during the polymerization reaction. In complexes with OR1, both alkoxides of the dimer initiate polymerization, with OR2 or OR3 only one alkoxide initiates polymerization, and OR4 is inactive in polymerization The nature of the bridging ligand in the dinuclear complex determines stereocontrol. Independent of the spectator ligand L, complexes which retain an OR3 or OR4 bridging ligand in the active species show preference for isotactic polymerizations (Pm = 0.60-0.75), while those with only polymeryloxo bridges or OR2 as the bridging ligand provide atactic polymer. Stereocontrol follows a chain-end control mechanism, with the catalytic site likely adapting to the configuration of the chain end. In the part of experimental materials, we found many familiar compounds, such as 2-(2-Hydroxyethyl)pyridine(cas: 103-74-2Related Products of 103-74-2)

2-(2-Hydroxyethyl)pyridine(cas: 103-74-2) 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.Related Products of 103-74-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem