Category: ethers-buliding-blocks

Blank, Benoit published the artcileAn efficient method for the selective iridium-catalyzed monoalkylation of (hetero)aromatic amines with primary alcohols, Computed Properties of 52818-63-0, the publication is Advanced Synthesis & Catalysis (2008), 350(5), 749-758, database is CAplus.

An efficient multi-gram scale synthesis protocol of a variety of P,N ligands is described. The synthesis is achieved in a two-step reaction. First, the amine is deprotonated and subsequently the chlorophosphine is added to yield the corresponding P,N ligand. Deprotonation of the amine is normally achieved with BuLi at low temperature, but for the preparation of ligands with a 2,2′-dipyridylamino backbone and phosphines with a high steric demand KH has to be employed in combination with reaction temperatures of 110°C for the salt metathesis step. The reaction of two equivalent of a selected P,N ligand with one equivalent of the iridium complex [IrCl(cod)]₂ (cod = 1,5-cyclooctadiene) affords P,N ligand-coordinated iridium complexes in quant. yield. X-Ray single crystal structure anal. of one of these complexes reveals a monomeric five-coordinated structure in the solid state. The iridium complexes were used to form catalysts for the N-alkylation of aromatic amines with alcs. The catalyst system was optimized by studying 8 different P,N ligands, 9 different solvents and 14 different bases. Systematic variation of the substrate to base and the amine to alc. ratios as well as the catalyst loading led to optimized catalytic reaction conditions. The substrate scope of the developed catalytic protocol was shown by synthesizing 20 different amines of which 12 could be obtained in isolated yields higher than 90%. A new efficient catalyst system for the selective monoalkylation of primary aromatic and heteroaromatic amines with primary aromatic, heteroaromatic as well as aliphatic alcs. has been established. The reaction proceeds with rather moderate catalyst loadings.

Advanced Synthesis & Catalysis published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Computed Properties of 52818-63-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Pancrazzi, Francesco published the artcileOxidative Dearomatization of Phenols and Polycyclic Aromatics with Hydrogen Peroxide Triggered by Heterogeneous Sulfonic Acids, Application In Synthesis of 93-04-9, the publication is European Journal of Organic Chemistry (2021), 2021(39), 5407-5414, database is CAplus.

Authors report herein a method for the oxidative dearomatization of phenols and bare polycyclic arenes into the corresponding quinoid derivatives using hydrogen peroxide. The reaction is catalyzed by sulfonic acids and best results were achieved using heterogenized species. The best results using phenols were achieved using a hybrid material, namely a perfluorinated polymer functionalized with sulfonic acid groups supported on silica. The dearomatization of polycyclic aromatic hydrocarbons performed better using the polymeric acid catalyst. These methods operate under mild conditions, using mild and benign oxidants and thus minimizing the formation of waste.

European Journal of Organic Chemistry published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C11H10O, Application In Synthesis of 93-04-9.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Mugford, Paul F. published the artcileUnexpected Subtilisin-Catalyzed Hydrolysis of a Sulfinamide Bond in Preference to a Carboxamide Bond in N-Acyl Sulfinamides, Name: 2-Methoxyacetamide, the publication is Journal of the American Chemical Society (2005), 127(18), 6536-6537, database is CAplus and MEDLINE.

Subtilisin Carlsberg-catalyzed hydrolysis of N-chloroacetyl p-toluenesulfinamide favored cleavage of the sulfinamide (S(O)-N) bond with a minor amount (âˆ?5%) of the expected carboxamide (C(O)-N) bond. The sulfinamide hydrolysis was enantioselective (E âˆ?17) and yielded remaining starting material enriched in the R-enantiomer and achiral product, sulfinic acid and chloroacetamide, as confirmed by mass spectra and NMR. In contrast, the related subtilisin BPN’ and E favored the carboxamide hydrolysis. Hydrolysis of the pseudo-sym. N-p-toluoyl p-toluenesulfinamide, which contains a sulfinamide and a carboxamide in similar steric and electronic environments, gave only sulfinamide cleavage (>10:1) for subtilisin Carlsberg, showing that sulfinamide cleavage is the preferred path even when a similar carboxamide is available.

Journal of the American Chemical Society published new progress about 16332-06-2. 16332-06-2 belongs to ethers-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Amide,Ether, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Name: 2-Methoxyacetamide.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Kurnia, Dessy Yulyani published the artcileTotal synthesis of xylapeptide B [Cyclo-( L-Leu-L-Pro-N-Me-Phe-L-Val-D-Ala )], Application of (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid, the publication is Journal of Heterocyclic Chemistry (2022), 59(1), 131-136, database is CAplus.

Xylapeptide B is a cyclopentapeptide isolated from Xylaria sp. derived from the Chinese medicinal plant Sophora tonkinensis. Xylapeptide B was successfully synthesized by a combination of solid- and solution-phase, using the Fmoc (Fmoc = 9-fluorenylmethoxycarbonyl) strategy, and 2-chlorotrityl chloride resin. The coupling reagent used is a combination of HBTU/HOBt to assist in the formation of amide bonds. D-Ala was chosen as the C-terminal because it has a small residue and can facilitate the cyclization process. Linear peptide was cleaved from the resin using a dilute acid concentration of 20% TFA in DCM because the peptide has no protecting group at the side chain. Crude linear peptide was purified by semi-preparative RP-HPLC using 0%-100% ACN eluent for 35 min and obtained a pure mass of 22.4 mg (18.83%). Cyclization was carried out in solution phase using HBTU (3 equivalent) and DIPEA (1% volume/volume) in diluted concentration (1.25 mM) for 72 h at room temperature The cyclization stage was monitored by thin-layer chromatog. (TLC). Crude xylapeptide B was purified by semi-preparative RP-HPLC using 30%-80% ACN eluent for 40 min, to result in 6 mg (8.91%) of the desired xylapeptide B. All synthesized products were characterized by HR-TOFMS, ¹H-, and ¹³C-NMR.

Journal of Heterocyclic Chemistry published new progress about 77128-73-5. 77128-73-5 belongs to ethers-buliding-blocks, auxiliary class Inhibitor, name is (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid, and the molecular formula is C25H23NO4, Application of (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Singh, Sanjay published the artcileDevelopment of Transition-Metal-Free Lewis Acid-Initiated Double Arylation of Aldehyde: A Facile Approach Towards the Total Synthesis of Anti-Breast-Cancer Agent, Recommanded Product: 1,2-Dimethoxybenzene, the publication is Chemistry – A European Journal (2022), 28(14), e202104545, database is CAplus and MEDLINE.

This work describes a mild and robust double hydroarylation strategy for the synthesis of sym. /unsym. diaryl- and triarylmethanes in excellent yields using Lambert salt (0.2-1.0 mol%). Despite the anticipated challenges associated with controlling selective product formation, unsym. diaryl- and triarylmethanes products are obtained unprecedentedly. A highly efficient gram scale reaction has also been reported (TON for sym. product=475 and for unsym. product=390). The synthetic utility of the methodol. is demonstrated by the preparation of several unexplored diaryl- and triarylmethane-based biol. relevant mols., such as arundine, vibrindole A, turbomycin B, and certain anti-inflammatory agents. A total synthesis of an anti-breast-cancer agent is also demonstrated. Control experiments, Hammett anal., HRMS and GC-MS studies reveal the reaction intermediates and reaction mechanism.

Chemistry – A European Journal published new progress about 91-16-7. 91-16-7 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether,Inhibitor,Inhibitor,Inhibitor, name is 1,2-Dimethoxybenzene, and the molecular formula is C13H18BBrO3, Recommanded Product: 1,2-Dimethoxybenzene.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Ma, Zhiming published the artcileCoexistence of Fe Nanoclusters Boosting Fe Single Atoms to Generate Singlet Oxygen for Efficient Aerobic Oxidation of Primary Amines to Imines, Category: ethers-buliding-blocks, the publication is ACS Catalysis (2022), 12(9), 5595-5604, database is CAplus.

Tuning the geometric and electronic structure of the single-metal-atom catalysts via simultaneous presence of metal nanoparticles or nanoclusters (NCs) offers an alternative avenue to improving their catalytic performance. Herein, that the coexistence of Fe NCs in proximity to Fe single atoms on N-doped porous carbon can significantly improve the catalytic performance in aerobic oxidation of primary amines to imines using air as the oxidant was demonstrate. A broad spectrum of primary aromatic, heterocyclic, and aliphatic amines was efficiently and selectively oxidized into their corresponding imines in good to high yields. Exptl. measurements and theor. calculations reveal that the proximity of Fe NCs interacts with Fe single atoms, which not only benefits the adsorption of mol. O₂ and amine substrates but also promotes the activation of O₂ to selectively generate singlet oxygen (¹O₂) and then facilitates the key intermediate imine formation via H-atom abstraction with a lower energy barrier, thereby significantly boosting the reaction activity.

ACS Catalysis published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Category: ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Liu, Ning published the artcileCTAB-P123-assisted synthesis of orderly mesoporous KF/Al-Ce-SBA-15 solid base and its catalytic application, HPLC of Formula: 1589-47-5, the publication is Yingyong Huaxue (2019), 36(11), 1294-1300, database is CAplus.

The orderly mesoporous KF/Al-Ce-SBA-15 (KF/ACS) solid bases were successfully prepared with cetyltrimethylammonium bromide (CATB)- poly (ethylene oxide)/poly (propylene oxide)/poly (ethylene oxide) triblock copolymer (P123) as the dual-template and KF as the modifier in two steps. The structure and property of the obtained catalysts were characterized by X-ray diffraction (XRD), N₂ adsorption-desorption, transmission electron microscopy (TEM), SEM (SEM) and CO₂-temperature programmed desorption (TPD). The results illustrated that the KF/ACS catalysts possess both an ordered mesostructure and superbasicity when the introduced Al/Ce at. ratio is 0.12 and the loading amounts (mass fraction) of KF is 10%. The catalytic activity of the prepared materials was evaluated in the ring-opening reaction of propylene oxide (PO) with methanol. It shows excellent catalytic performance exhibiting 92.0% yield of propylene glycol monomethyl ether (PM) and 96.1% selectivity to 1-methoxy-2-propanol (PPM) and the byproducts of dipropylene glycol Me ether was effectively inhibited.

Yingyong Huaxue published new progress about 1589-47-5. 1589-47-5 belongs to ethers-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-Methoxypropan-1-ol, and the molecular formula is C4H10O2, HPLC of Formula: 1589-47-5.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Jiang, Jun published the artcileDonor-Acceptor Type Conjugated Microporous Polymer as a Metal-Free Photocatalyst for Visible-Light-Driven Aerobic Oxidative Coupling of Amines, Category: ethers-buliding-blocks, the publication is Catalysis Letters (2021), 151(11), 3145-3153, database is CAplus.

Developing cheap, highly efficient, metal-free heterogeneous photocatalysts remain a great challenge in photoredox reactions. Herein, we utilize a typical Suzuki coupling of low-cost triphenylamine derivative and 9,10-dibromoanthracene to synthesis a donor-acceptor type conjugated microporous polymer (denoted as PAA-CMP). As expected, heterogeneous PAA-CMP exhibits excellent photocatalytic performance, good functional group tolerance and satisfying recyclability in metal-free aerobic oxidative coupling of amines to imines driven by visible light, which is due to its absolute energy level positions and good physicochem. stability. More excitingly, PAA-CMP can enable the gram-scale air-oxidized photocatalytic conversion under natural sunlight irradiation, yielding the desired imine product with an isolated yield of 65% for 48 h. The current work provides a great application prospect for CMPs in low-cost and large-scale organic industrial production in the future. The prepared donor-acceptor (D-A) type conjugated microporous polymer (PAA-CMP) as a metal-free and heterogeneous photocatalyst enable the gram-scale air-oxidized photocatalytic conversion of benzylamine into N-benzylidenebenzylamine under natural sunlight irradiation, yielding the desired imine product with an isolated yield of 65%.

Catalysis Letters published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Category: ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Zou, Wen published the artcileEnhancement of the visible-light absorption and charge mobility in a zinc porphyrin polymer/g-C₃N₄ heterojunction for promoting the oxidative coupling of amines, Recommanded Product: (2-Methoxyphenyl)methanamine, the publication is Applied Catalysis, B: Environmental (2021), 119863, database is CAplus.

Graphitic carbon nitride (g C₃N₄, CN) has been widely used as a photocatalyst due to its high stability and suitable band gap. However, its further development is limited due to inefficient light harvesting and rapid recombination of photogenerated carriers. In this study, a visible-light-responsive zinc porphyrin (ZnP)/CN heterojunction photocatalyst was synthesized by the combination of CN and a zinc-porphyrin-conjugated microporous polymer (ZnP-CMP). ZnP/CN exhibited excellent photocatalytic activity for the oxidative coupling of amines to imines under visible-light irradiation The efficiency of the as-developed photocatalyst was 25 times greater than that of CN and about 2 times greater than that of ZnP-CMP. The significantly enhanced catalytic efficiency was attributed to the promotion of visible-light harvesting and photogenerated charge mobility via the introduction of ZnP-CMP. The ZnP/CN heterojunction photocatalyst also exhibited excellent broad substrate scope, stability, and reusability.

Applied Catalysis, B: Environmental published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C13H14N2O, Recommanded Product: (2-Methoxyphenyl)methanamine.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Liu, E. published the artcileStudy on the relationship between structure and fluorescence properties of anthracene derivatives, Category: ethers-buliding-blocks, the publication is Journal of Molecular Structure (2022), 132029, database is CAplus.

Five anthracene derivatives using quinoa perch ether and 2-acetaldehyde pyridine or 4-acetaldehyde pyridine as raw material were designed and synthesized. Their single crystals were obtained and determined by X-ray diffraction anal. and their Hirshfeld surface anal. had also been done. Different compounds with different structures could be obtained from the same raw material by changing the reaction conditions and the concentration of acid. In terms of performance, the hydroanthracene compounds did not produce fluorescence, but the anthracene compounds have strong fluorescence properties. At the same time, Hirschfeld surface anal. was used in this paper to study the interaction between mols. In crystals with visual graphics, which had a certain scientific significance to the identification of close contacts between atoms in neighboring mols. and supramol. forces in mols.

Journal of Molecular Structure published new progress about 91-16-7. 91-16-7 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether,Inhibitor,Inhibitor,Inhibitor, name is 1,2-Dimethoxybenzene, and the molecular formula is C8H10O2, Category: ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem