Tag: 100-200

Computed Properties of C7H7NOIn 2021 ,《Co-Catalyzed Synthesis of Primary Amines via Reductive Amination employing Hydrogen under very mild Conditions》 appeared in ChemSusChem. The author of the article were Elfinger, Matthias; Schoenauer, Timon; Thomae, Sabrina L. J.; Staeglich, Robert; Drechsler, Markus; Zobel, Mirijam; Senker, Juergen; Kempe, Rhett. The article conveys some information:

Nanostructured and reusable 3d-metal catalysts that operate with high activity and selectivity in important chem. reactions are highly desirable. Here, a cobalt catalyst was developed for the synthesis of primary amines via reductive amination employing hydrogen as the reducing agent and easy-to-handle ammonia, dissolved in water, as the nitrogen source. The catalyst operates under very mild conditions (1.5 mol% catalyst loading, 50°C and 10 bar H2 pressure) and outperforms com. available noble metal catalysts (Pd, Pt, Ru, Rh, Ir). A broad scope and a very good functional group tolerance were observed The key for the high activity seemed to be the used support: an N-doped amorphous carbon material with small and turbostratically disordered graphitic domains, which is microporous with a bimodal size distribution and with basic NH functionalities in the pores. After reading the article, we found that the author used 4-Acetylpyridine(cas: 1122-54-9Computed Properties of C7H7NO)

4-Acetylpyridine(cas: 1122-54-9) 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.Computed Properties of C7H7NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2022,Jiang, Ting; Cao, Ya-Nan; Xu, Jin-Bu; Gao, Feng; Zheng, Ling-Li published an article in Scientific Reports. The title of the article was 《Molecular-docking-guided design, palladium-catalyzed synthesis and anticancer activity of paclitaxel-benzoxazoles hybrids》.Name: 2-Bromo-5-methylpyridine The author mentioned the following in the article:

A series of new paclitaxel-benzoxazoles hybrids I (R = Ph, 2-naphthyl, 3-pyridyl, etc.; R1 = O-tert-Bu, Ph) were designed based on both the mol. docking mode of beta-tubulin with paclitaxel derivatives I (R = Ph, 3-pyridyl; R1 = Ph), and the activity-structure relationship of C-13 side chain in paclitaxel. Palladium-catalyzed direct Csp2-H arylation of benzoxazoles with different aryl-bromides was used as the key synthetic strategy for the aryl-benzoxazoles moieties in the hybrids. Twenty-six newly synthesized hybrids were screened for their antiproliferative activity against human cancer cell lines such as human breast cancer cells (MDA-MB-231) and liver hepatocellular cells (HepG2) by the MTT assay and results were compared with paclitaxel. Interestingly, most hybrids showed significantly active against both cell lines at concentration of 50μM, which indicated that the hybrid strategy is effective to get structural simplified paclitaxel analogs with high anti-tumor activity. In the experiment, the researchers used 2-Bromo-5-methylpyridine(cas: 3510-66-5Name: 2-Bromo-5-methylpyridine)

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.Name: 2-Bromo-5-methylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2022,Mohr, Alex E.; Jasbi, Paniz; Vander Wyst, Kiley B.; van Woerden, Irene; Shi, Xiaojian; Gu, Haiwei; Whisner, Corrie M.; Bruening, Meg published an article in Scientific Reports. The title of the article was 《Association of food insecurity on gut microbiome and metabolome profiles in a diverse college-based sample》.Electric Literature of C6H5NO2 The author mentioned the following in the article:

Voluntary caloric restriction (e.g., eating disorders) often results in alterations in the gut microbiota composition and function. However, these findings may not translate to food insecurity, where an individual experiences inconsistent access to healthy food options. In this study we compared the fecal microbiome and metabolome of racially and ethnically diverse first year college students (n = 60) experiencing different levels of food access. Students were dichotomized into food secure (FS) and food insecure (FI) groups using a validated, 2-question screener assessing food security status over the previous 30 days. Fecal samples were collected up to 5 days post survey-completion. Gut microbiome and metabolome were established using 16S rRNA amplicon sequencing, targeted liquid chromatog.-tandem mass spectrometry, and gas chromatog.-mass spectrometry. FI students experienced significantly greater microbial diversity with increased abundance of Enterobacteriaceae and Eisenbergiella, while FS students had greater abundance of Megasphaera and Holdemanella. Metabolites related to energy transfer and gut-brain-axis communication (picolinic acid, phosphocreatine, 2-pyrrolidinone) were elevated in FI students (q < 0.05). These findings suggest that food insecurity is associated with differential gut microbial and metabolite composition for which the future implications are unknown. Further work is needed to elucidate the longitudinal metabolic effects of food insecurity and how gut microbes influence metabolic outcomes. In the experiment, the researchers used Picolinic acid(cas: 98-98-6Electric Literature of C6H5NO2)

Picolinic acid(cas: 98-98-6) is used in the preparation of 2-Aminodihydro[1,3]thiazines as BACE 2 inhibitors and their preparation and use in the treatment of diabetes.Electric Literature of C6H5NO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Chi, Benjamin K.; Widness, Jonas K.; Gilbert, Michael M.; Salgueiro, Daniel C.; Garcia, Kevin J.; Weix, Daniel J. published an article in 2022. The article was titled 《In-Situ Bromination Enables Formal Cross-Electrophile Coupling of Alcohols with Aryl and Alkenyl Halides》, and you may find the article in ACS Catalysis.Recommanded Product: 2-Bromo-5-methylpyridine The information in the text is summarized as follows:

The use of 1° and 2° alcs. in cross-electrophile coupling with aryl and vinyl halides to form C(sp3)-C(sp2) bonds R-R1 [R = 2,2-dimethyl-1,3-dioxolan-4-yl, piperidinyl-1-carboxylate, 4,4-difluorocyclohexyl, etc.; R1 = 5-methylpyridinyl, 6-methoxypyridin-3-yl, 4-fluorophenyl, etc.] in a one-pot strategy utilizing a very fast (<1 min) bromination was reported. The reaction's simple benchtop setup and broad scope (42 examples, 56% ± 15% average yield) facilitated use at all scales. The potential in parallel synthesis applications was demonstrated by successfully coupling all combinations of 8 alcs. with 12 aryl cores in a 96-well plate. In addition to this study using 2-Bromo-5-methylpyridine, there are many other studies that have used 2-Bromo-5-methylpyridine(cas: 3510-66-5Recommanded Product: 2-Bromo-5-methylpyridine) was used in this study.

2-Bromo-5-methylpyridine(cas: 3510-66-5) 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.Recommanded Product: 2-Bromo-5-methylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhu, Yi-Ming; Fang, Yizhan; Li, Haiyan; Xu, Xiao-Ping; Ji, Shun-Jun published an article in 2021. The article was titled 《Divergent Reaction of Isocyanides with o-Bromobenzaldehydes: Synthesis of Ketenimines and Lactams with Isoindolinone Cores》, and you may find the article in Organic Letters.Quality Control of 2-Bromonicotinaldehyde The information in the text is summarized as follows:

A divergent reaction of isocyanides RNC (R = tert-Bu, cyclohexyl, adamantyl, etc.) with o-bromobenzaldehydes such as 2-bromo-4,5-dimethoxybenzaldehyde, 6-bromo-2H-1,3-benzodioxole-5-carbaldehyde, 2-bromopyridine-3-carbaldehyde for the synthesis of isoindolinone-derived ketenimines such as I and lactams such as II was disclosed. The reaction features readily available reactants, relatively mild conditions, and high yields of products. Ketenimines could be applied in further transformations for access to other functional mols. A mechanism study showed that the palladium-migration/imine-insertion process was the key step in this reaction. In the experimental materials used by the author, we found 2-Bromonicotinaldehyde(cas: 128071-75-0Quality Control of 2-Bromonicotinaldehyde)

2-Bromonicotinaldehyde(cas: 128071-75-0) 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.Quality Control of 2-Bromonicotinaldehyde

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Yang, Xiaoyu; Wang, Liang; Hu, Fangzhi; Xu, Lubin; Li, Sanming; Li, Shuai-Shuai published their research in Organic Letters in 2021. The article was titled 《Redox-triggered switchable synthesis of 3,4-dihydroquinolin-2(1H)-one derivatives via hydride transfer/N-dealkylation/N-acylation》.Reference of 2-Pyridinylboronic acid The article contains the following contents:

The switchable synthesis of 3-non, 3-mono, 3,3′-disubstituted 3,4-dihydroquinolin-2(1H)-ones was developed through a redox-neutral hydride-transfer/N-dealkylation/N-acylation strategy from o-aminobenzaldehyde with 4-hydroxycoumarin, and Meldrum’s acid, resp. The unprecedented strategy for the synthesis of 3,3′-highly functionalized 3,4-dihydroquinolin-2(1H)-one has been realized with the in situ utilization of the released HCHO via the o-QM involved Michael addition In addition, the synthetic utility of this protocol has been well illustrated via concise synthesis of CYP11B2 inhibitor. In addition to this study using 2-Pyridinylboronic acid, there are many other studies that have used 2-Pyridinylboronic acid(cas: 197958-29-5Reference of 2-Pyridinylboronic acid) was used in this study.

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. Reference of 2-Pyridinylboronic acid

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reason, Thomas E.; Goka, Benjamin; Krause, Jeanette A.; Fionah, Abelline K.; Zahran, Elsayed M.; Rayat, Sundeep published their research in CrystEngComm in 2021. The article was titled 《Cu2O nanoparticle-catalyzed synthesis of diaryl tetrazolones and investigation of their solid-state properties》.Synthetic Route of C5H6BNO2 The article contains the following contents:

An efficient and versatile method for the synthesis of 1,4-diaryl tetrazolones I [Ar1 = Ph, 4-MeOC6H4, 4-O2NC6H4; Ar2 = Ph, 4-FC6H4, 3-pyridyl, etc.] was reported which involved C-N coupling of aryl tetrazolones with aryl boronic acids in the presence of Cu2O nanoparticles under an oxygen atm. and DMSO as solvent. The reaction tolerated a variety of electron donating and electron withdrawing substituents on both substrates and produced the desired 1,4-diaryl tetrazolones I in moderate to good yields. In the crystal lattice, the mols. exhibited π···π stacking interactions between the adjacent layers as well as weak through-space electrostatic C-H···O interactions involved the pendant rings and tetrazolone carbonyl. The compounds I [Ar1 = 4-MeOC6H4; Ar2 = 3-MeC6H4, 3-FC6H4] differed only in the presence of one group (Me or fluoro), exhibited an identical pattern of noncovalent interactions in the solid-state. Hirshfeld surface anal. had also been performed to visualize intermol. interactions. In the experimental materials used by the author, we found Pyridin-3-ylboronic acid(cas: 1692-25-7Synthetic Route of C5H6BNO2)

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. Synthetic Route of C5H6BNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2018,Nature Chemistry included an article by Park, Hojoon; Verma, Pritha; Hong, Kai; Yu, Jin-Quan. Computed Properties of C6H4BrNO. The article was titled 《Controlling Pd(IV) reductive elimination pathways enables Pd(II)-catalysed enantioselective C(sp3)-H fluorination》. The information in the text is summarized as follows:

The development of a Pd(II)-catalyzed enantioselective fluorination of C(sp3)-H bonds would offer a new approach to making chiral organofluorines. However, such a strategy is particularly challenging because of the difficulty in differentiating prochiral C(sp3)-H bonds through Pd(II)-insertion, as well as the sluggish reductive elimination involving Pd-F bonds. Here, authors report the development of a Pd(II)-catalyzed enantioselective C(sp3)-H fluorination using a chiral transient directing group strategy. In this work, a bulky, amino amide transient directing group was developed to control the stereochem. of the C-H insertion step and selectively promote the C(sp3)-F reductive elimination pathway from the Pd(IV)-F intermediate. Stereochem. anal. revealed that while the desired C(sp3)-F formation proceeds via an inner-sphere pathway with retention of configuration, the undesired C(sp3)-O formation occurs through an SN2-type mechanism. Elucidation of the dual mechanism allows us to rationalize the profound ligand effect on controlling reductive elimination selectivity from high-valent Pd species. In the part of experimental materials, we found many familiar compounds, such as 2-Bromonicotinaldehyde(cas: 128071-75-0Computed Properties of C6H4BrNO)

2-Bromonicotinaldehyde(cas: 128071-75-0) 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.Computed Properties of C6H4BrNO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2018,Mihai, Madalina T.; Davis, Holly J.; Genov, Georgi R.; Phipps, Robert J. published 《Ion Pair-Directed C-H Activation on Flexible Ammonium Salts: meta-Selective Borylation of Quaternized Phenethylamines and Phenylpropylamines》.ACS Catalysis published the findings.Formula: C7H9NO The information in the text is summarized as follows:

Ion pairing has unexplored potential as a key catalyst-substrate interaction for controlling regioselectivity and site-selectivity in transition-metal catalysis, particularly in the area of C-H activation. However, there is a significant perceived challenge that has meant that few have investigated this approach to date-that of the low directionality, which could present an unsurmountable challenge if seeking positional selectivity on flexible substrates. Herein, we demonstrate that even flexible substrates with several freely rotatable bonds undergo ion pair-directed C-H borylation with good to excellent levels of regiocontrol for the arene meta-position. Furthermore, we demonstrate that in specially designed competition substrates, ion pair direction prevails over competing hydrogen bond direction. We anticipate that these findings will inspire the greater incorporation of ion-pairing into site-selective catalytic strategies. In the experiment, the researchers used 2-(2-Hydroxyethyl)pyridine(cas: 103-74-2Formula: C7H9NO)

2-(2-Hydroxyethyl)pyridine(cas: 103-74-2) 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.Formula: C7H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Tsupova, Svetlana; Cadu, Alban; Stuck, Fabian; Rominger, Frank; Rudolph, Matthias; Samec, Joseph S. M.; Hashmi, A. Stephen K. published 《Dual Gold(I)-catalyzed Cyclization of Dialkynyl Pyridinium Salts》.ChemCatChem published the findings.HPLC of Formula: 128071-75-0 The information in the text is summarized as follows:

Novel dialkynyl pyridines were synthesized and protected as alkyl salts for dual gold(I)-catalyzed cycloisomerization. Different alkyl groups and counter ions were screened for the salts, with benzyl and hexafluorophosphate providing the best results. The cyclization led to NMR yields of >95% being obtained for a number of substrates. Step-wise hydrogenation of products was performed in one-pot by Pd/C, with selective reduction of the double bonds, followed by deprotection of the benzyl group. In the experimental materials used by the author, we found 2-Bromonicotinaldehyde(cas: 128071-75-0HPLC of Formula: 128071-75-0)

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. HPLC of Formula: 128071-75-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem