Month: December 2022

Alomari, Khadra published the artcileEnantioselective ”clip-cycle” synthesis of di-, tri- and spiro-substituted tetrahydropyrans, Computed Properties of 22693-41-0, the publication is Organic & Biomolecular Chemistry (2022), 20(6), 1181-1185, database is CAplus and MEDLINE.

The ¦Ø-unsaturated alcs. e.g., C(Me)₂(OH)(CH₂)₃CHCH₂ were ‘clipped’ via alkene e.g., 1-[(2,4,6-trimethylphenyl)sulfanyl]prop-2-en-1-one metathesis to a thioester activating group, which was followed by a chiral phosphoric acid catalyzed intramol. oxa-Michael cyclization to yield tetrahydropyrans/spiro-tetrahydropyrans e.g., I with excellent enantioselectivity. The mechanism and origin of the enantioselectivity were probed by DFT calculations and kinetic isotope studies, where there was excellent correlation between the computational and synthetic investigations.

Organic & Biomolecular Chemistry published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, Computed Properties of 22693-41-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Moorthy, Jarugu Narasimha published the artcileC₃-Symmetric Proline-Functionalized Organocatalysts: Enantioselective Michael Addition Reactions, Name: 1,2-Dimethoxy-4-(2-nitrovinyl)benzene, the publication is European Journal of Organic Chemistry (2010), 6359-6365, S6359/1-S6359/55, database is CAplus.

C₃-Sym., tripodal catalyst I based on 1,3,5-triethylbenzene, which incorporates the features of a mol. receptor, is shown to catalyze Michael addition reactions ofcarbonyl compounds to ¦Â-nitrostyrenes in a high stereoselectivity (up to 99:1 dr and up to 98 % ee).

European Journal of Organic Chemistry published new progress about 4230-93-7. 4230-93-7 belongs to catalysis-chemistry, auxiliary class Alkenyl,Nitro Compound,Benzene,Ether, name is 1,2-Dimethoxy-4-(2-nitrovinyl)benzene, and the molecular formula is C10H11NO4, Name: 1,2-Dimethoxy-4-(2-nitrovinyl)benzene.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Banik, Soma published the artcileEffect of nano clay platelets on the hybrid monolayer of a cationic oxazine dye: In-situ Brewster Angle Microscopic (BAM) study, Category: catalysis-chemistry, the publication is Materials Today: Proceedings (2018), 5(1_Part_2), 2352-2358, database is CAplus.

The present work investigates the adsorption of a cationic oxazine dye, cresyl violate acetate (CVA), into the anionic Laponite nano clay platelets through electrostatic interaction. The adsorption resulted in the formation of Clay-CVA hybrid mols. at the air water interface. CVA tagged nano clay platelets were further adsorbed onto a cationic surfactant, Octadecylamine (ODA), matrix at the air water interface and as a consequence a stable and almost uniform ODA-Clay-CVA hybrid monolayer was formed. The organization of hybrid mols. in Langmuir trough was changed under monolayer compression resulting in the formation of different sized and shaped domain structures. Surface pressure – area per mol. (¦Ð-A) isotherm studies and in-situ Brewster angle microscopic (BAM) studies were employed in this investigation to explore the monolayer chracteristics.

Materials Today: Proceedings published new progress about 10510-54-0. 10510-54-0 belongs to catalysis-chemistry, auxiliary class Other Aromatic Heterocyclic,Salt,Amine,Inhibitor,Inhibitor, name is 5,9-Diaminobenzo[a]phenoxazin-7-ium acetate, and the molecular formula is C18H15N3O3, Category: catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

De Simone, Filippo published the artcileFormal Homo-Nazarov and Other Cyclization Reactions of Activated Cyclopropanes, Formula: C11H12O4, the publication is Chemistry – A European Journal (2011), 17(51), 14527-14538, S14527/1-S14527/124, database is CAplus and MEDLINE.

The Nazarov cyclization of divinyl ketones gives access to cyclopentenones. Replacing one of the vinyl groups by a cyclopropane leads to a formal homo-Nazarov process for the synthesis of cyclohexenones. In contrast to the Nazarov reaction, the cyclization of vinyl-cyclopropyl ketones is a stepwise process, often requiring harsh conditions. Herein are described two different approaches for further polarization of the three-membered ring of vinyl-cyclopropyl ketones to allow the formal homo-Nazarov reaction under mild catalytic conditions. In the first approach, the introduction of an ester group ¦Á to the carbonyl on the cyclopropane gave a more than tenfold increase in reaction rate, allowing us to extend the scope of the reaction to non-electron-rich aryl donor substituents in the ¦Â position to the carbonyl on the cyclopropane. In this case, a proof of principle for asym. induction could be achieved using chiral Lewis acid catalysts. In the second approach, heteroatoms, especially nitrogen, were introduced ¦Â to the carbonyl on the cyclopropane. In this case, the reaction was especially successful when the vinyl group was replaced by an indole heterocycle. With a free indole, the formal homo-Nazarov cyclization on the C3 position of indole was observed using a copper catalyst. In contrast, a new cyclization reaction on the N1 position was observed with Bronsted acid catalysts. Both reactions were applied to the synthesis of natural alkaloids. Preliminary investigations on the rationalization of the observed regioselectivity are also reported.

Chemistry – A European Journal published new progress about 16909-09-4. 16909-09-4 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ether, name is (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, and the molecular formula is C11H12O4, Formula: C11H12O4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Rahmani-Nezhad, Samira published the artcileSynthesis, in vitro cytotoxicity and apoptosis inducing study of 2-aryl-3-nitro-2H-chromene derivatives as potent anti-breast cancer agents, Recommanded Product: 1,2-Dimethoxy-4-(2-nitrovinyl)benzene, the publication is European Journal of Medicinal Chemistry (2014), 562-569, database is CAplus and MEDLINE.

A series of 2-aryl-3-nitro-2H-chromenes I [R¹ = H, OMe; R² = H, OMe; R³ = H, OMe; R⁴ = 4-OMe, 3,4-dimethyoxy, 4-Cl, etc.] were designed as hybrid analogs of flavanone, ¦Â-nitrostyrene and nitrovinylstilbene scaffolds. They were synthesized from the reaction of appropriate ¦Â-nitrostyrenes and salicylaldehydes in good yields. In vitro cytotoxic activities of compounds I were tested against breast cancer cell lines including MCF-7, T-47D and MDA-MB-231. Most compounds exhibited good cytotoxic activity against selected cell lines, being more potent than standard drug etoposide. Representatively, 8-methoxy-3-nitro-2-(4-chlorophenyl)-2H-chromene I (R¹=R²=H, R³=OMe, R⁴= 4-Cl) with IC₅₀ = 0.2 ¦ÌM against MCF-7 cells, was 36-times more potent than etoposide. Apoptosis as a mechanism of cell death for selected compounds I (R¹=R²=H, R³=R⁴=OMe) and I (R¹=R²=H, R³=OMe, R⁴= 4-Cl) was confirmed morphol. by acridine orange/ethidium bromide double staining and TUNEL anal., as well as caspase-3 activation assay.

European Journal of Medicinal Chemistry published new progress about 4230-93-7. 4230-93-7 belongs to catalysis-chemistry, auxiliary class Alkenyl,Nitro Compound,Benzene,Ether, name is 1,2-Dimethoxy-4-(2-nitrovinyl)benzene, and the molecular formula is C10H11NO4, Recommanded Product: 1,2-Dimethoxy-4-(2-nitrovinyl)benzene.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Kafka, Z. published the artcileNitrogen compounds of adamantane. IV. Paper chromatography of azaadamantane derivatives, Computed Properties of 14707-75-6, the publication is Collection of Czechoslovak Chemical Communications (1974), 39(11), 3268-71, database is CAplus.

The separation of 1-azaadamantane (I) and its quaternary salts, 1,3-diazaadamantane (II) and its tetrasubstituted derivatives, and 1,3,5-triazaadamantane (III) and its derivatives was studied by descending chromatog. on Whatman number 1 paper at 20¡ã. The Rf values in various solvents are tabulated. Good separation of I and its quaternary salts was achieved by using a solvent system containing HCl and an alc. with a branched chain, e.g. iso-PrOH or 2-methyl-1-propanol. For the separation of II and its derivatives, HCl was replaced by HOAc; but the best results were obtained by using 20:1:4 EtOH-NH4OH(25%)-H2O. For the separation of III and its derivatives a neutral solvent system, i.e. alcs.-H2O was used. For the detection of I and II and their derivatives, Dragendorff’s reagent was used. To detect III and its derivatives, which do not contain either a primary or a secondary amino group, a solution of 4-dimethylaminobenzaldehyde in EtOH and HCl was used. The quaternary salts of I and derivatives of III were applied as aqueous solutions; derivatives of II were dissolved in HOAc or in EtOH-HCl.

Collection of Czechoslovak Chemical Communications published new progress about 14707-75-6. 14707-75-6 belongs to catalysis-chemistry, auxiliary class Triazinanes, name is 1,3,5-Triazaadamantan-7-amine, and the molecular formula is C7H14N4, Computed Properties of 14707-75-6.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Galik, V. published the artcileNitrogen compounds of adamantane. VI. 1,3,5-Triazaadamantane and its derivatives, COA of Formula: C7H14N4, the publication is Collection of Czechoslovak Chemical Communications (1975), 40(2), 442-7, database is CAplus.

1,3,5-Triazaadamantane I was prepared from 7-nitro-1,3,5-triazaadamantane by reduction with Zn dust in alc. NaOH, conversion of the obtained 7-amino-1,3,5-triazaadamantane (II) to 7-bromo- or 7-chloro-1,3,5-triazaadamantane and dehalogenation with Zn dust in alc. NaOH. Refluxing II with 7 aldehydes in C6H6 afforded III (R = Pr, Ph, 4-Me2NC6H4, 4-ClC6H4, 4-MeOC6H4, 4-pyridyl, and 3-pyridyl). Hydrogenation of III on Pt in EtOH gave the corresponding 7-alkylamino-1,3,5-triazaadamantanes.

Collection of Czechoslovak Chemical Communications published new progress about 14707-75-6. 14707-75-6 belongs to catalysis-chemistry, auxiliary class Triazinanes, name is 1,3,5-Triazaadamantan-7-amine, and the molecular formula is C7H14N4, COA of Formula: C7H14N4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Duggan, Nisharnthi M. published the artcileTotal synthesis of the spider-venom peptide Hi1a, Name: Fmoc-Pro-OH, the publication is Organic Letters (2021), 23(21), 8375-8379, database is CAplus and MEDLINE.

Hi1a is a venom peptide from the Australian funnel-web spider Hadronyche infensa with a complex tertiary structure. Hi1a has neuroprotective and cardioprotective properties due to its potent inhibition of acid-sensing ion channel 1a (ASIC1a) and is currently being pursued as a novel therapy for acute ischemic events. Herein, we describe the total synthesis of Hi1a using native chem. ligation. The synthetic peptide was successfully folded and exhibited similar inhibitory activity on ASIC1a to recombinant Hi1a.

Organic Letters published new progress about 71989-31-6. 71989-31-6 belongs to catalysis-chemistry, auxiliary class Amino acide derivatives,pyrrolidine, name is Fmoc-Pro-OH, and the molecular formula is C20H19NO4, Name: Fmoc-Pro-OH.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Ahmed, Atteeque published the artcileNovel adamantyl clubbed iminothiazolidinones as promising elastase inhibitors: design, synthesis, molecular docking, ADMET and DFT studies, Synthetic Route of 118-90-1, the publication is RSC Advances (2022), 12(19), 11974-11991, database is CAplus and MEDLINE.

Porcine Pancreatic Elastase (PPE) is a serine protease that is homologous to trypsin and chymotrypsin that are involved in various pathologies like inflammatory disease, Chronic Obstructive Pulmonary Disease (COPD), acute respiratory distress syndrome, cystic fibrosis, and atherosclerosis. PPE if remained uninhibited would lead to digestion of important connective tissue. We developed new structurally diverse series of adamantyl-iminothiazolidinone hybrids to divulge elastase inhibition assay. To identify potent derivatives, in silico screening was conducted and in vitro studies disclosed that the compounds 5a, 5f, 5g, and 5h showed excellent binding energies and low IC50 values. In silico studies including mol. docking, DFT studies (using the B3LYP/SVP basis set in the gas phase) drug likeness scores and mol. dynamic simulation studies were conducted to evaluate protein-ligand interactions and to determine the stability of top ranked conformation. In silico studies further supported the results of in vitro experiments and suggest these derivatives as novel inhibitors of elastase enzyme.

RSC Advances published new progress about 118-90-1. 118-90-1 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Natural product, name is 2-Methylbenzoic acid, and the molecular formula is C8H8O2, Synthetic Route of 118-90-1.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Bhowmik, Tanmay published the artcileHighly dispersed palladium nanoparticles supported on graphitic carbon nitride for selective hydrogenation of nitro compounds and Ullmann coupling reaction, Quality Control of 613-33-2, the publication is Applied Organometallic Chemistry (2022), 36(4), e6613, database is CAplus.

High catalytic activity and superior stability are important criterion for the utilization of a noble metal-based nano-composite catalyst. Herein, we report a facile synthesis of highly dispersed palladium nanoparticles embedded on graphitic carbon nitride (Pd@CN_x) by ultrasound assisted method without aid of any external reducing agent. The Pd@CN_x composite was well characterized by different techniques. This Pd@CN_x shows effective catalytic activity towards easy dehydrogenation of sodium borohydride (NaBH₄) and ammonia borane in aqueous medium and also can easily hydrogenate 4-nitrophenol to 4-aminophenol with fast kinetics. The catalyst is highly selective towards nitro groups in presence of other reducible groups with good stability. Furthermore, the catalyst exhibits superior catalytic activity towards Ullmann coupling reaction of different aryl halides with broad range of substrates scope with easy recovery of the catalyst and notable recycling property.

Applied Organometallic Chemistry published new progress about 613-33-2. 613-33-2 belongs to catalysis-chemistry, auxiliary class Benzene, name is 4,4′-Dimethyldiphenyl, and the molecular formula is C14H14, Quality Control of 613-33-2.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia