Category: ethers-buliding-blocks

Huang, Ming published the artcileRuthenium(II) complexes with N-heterocyclic carbene-phosphine ligands for the N-alkylation of amines with alcohols, Related Products of ethers-buliding-blocks, the publication is Organic & Biomolecular Chemistry (2021), 19(15), 3451-3461, database is CAplus and MEDLINE.

Metal hydride complexes are key intermediates for N-alkylation of amines with alcs. by the borrowing hydrogen/hydrogen autotransfer (BH/HA) strategy. Reactivity tuning of metal hydride complexes could adjust the dehydrogenation of alcs. and the hydrogenation of imines. Herein we report ruthenium(II) complexes with hetero-bidentate N-heterocyclic carbene (NHC)-phosphine ligands, which realize smart pathway selection in the N-alkylated reaction via reactivity tuning of [Ru-H] species by hetero-bidentate ligands. In particular, complex I·BArF^– with a Ph wingtip group and BArF^– counter anion, is shown to be one of the most efficient pre-catalysts for this transformation (temperature is as low as 70°C, neat conditions and catalyst loading is as low as 0.25 mol%). A large variety of (hetero)aromatic amines and primary alcs. were efficiently converted into mono-N-alkylated amines in good to excellent isolated yields. Notably, aliphatic amines, challenging methanol and diamines could also be transformed into the desired products. Detailed control experiments and d. functional theory (DFT) calculations provide insights to understand the mechanism and the smart pathway selection via [Ru-H] species in this process.

Organic & Biomolecular Chemistry 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, Related Products of ethers-buliding-blocks.

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

Wang, Gang published the artcileLiquid-Phase Epoxidation of Propylene with H₂O₂ over TS-1 Zeolite: Impurity Formation and Inhibition Study, Category: ethers-buliding-blocks, the publication is Industrial & Engineering Chemistry Research (2021), 60(32), 12109-12122, database is CAplus.

The liquid-phase epoxidation of propylene with H₂O₂ over titanium silicalite-1 (TS-1) zeolite was investigated in detail with a focus on the formation and inhibition of various trace impurities like acetaldehyde, propionaldehyde, acetone, hydroxyacetone, acetals, esters, etc. The results showed that the formation of trace impurities involved the transformation of propylene oxide (PO), its oxidation/isomerization/ring-opening (solvolysis and hydrolysis) byproducts, methanol solvent, and even propylene. Roughly speaking, the epoxidation conditions, viz., low temperature, short residence time, and slightly alk. reaction medium, that are beneficial to suppress the ring-opening byproducts of PO, were seen facilitating the inhibition of trace impurities as well. To lower the trace impurities via modification of the TS-1 catalyst, the hydrothermal modification of TS-1 with organic amines such as amino-2-propanol (MIPA) was attempted and its effectiveness was demonstrated. The TS-1 zeolite suitably modified by MIPA exhibited abundant Ti-OH groups (3672 cm^-1) together with remarkably decreased PO adsorption.

Industrial & Engineering Chemistry Research 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 C9H7NO3, Category: ethers-buliding-blocks.

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

Wang, Gang published the artcileInfluence of impurities in a methanol solvent on the epoxidation of propylene with hydrogen peroxide over titanium silicalite-1, Name: 2-Methoxypropan-1-ol, the publication is Catalysts (2020), 10(1), 15, database is CAplus.

The recycled methanol solvent of the HPPO (liquid-phase epoxidation of propylene and hydrogen peroxide to propylene oxide) process usually contains many kinds of trace impurities, such as fusel alc., aldehyde, ketone, ester, acetal, and amine. In this study, the influence of these impurities on the catalytic performance of titanium silicalite-1 (TS-1) in the liquid-phase epoxidation of propylene with H₂O₂ was investigated with a batch reactor and simulated methanol solvents. The results show that amine and acetone are the most hazardous impurities, as they could remarkably suppress the conversion of H₂O₂. Furthermore, competitive adsorption experiments and IR and UV-Raman spectroscopic studies indicate that the suppression effect of impurities on the catalytic activity of TS-1 can be attributed to the competitive adsorption of the impurities on the tetra-coordination framework Ti sites. With this funding, the suppression mechanism of different impurities in a methanol solvent on the catalytic activity of TS-1 in the liquid-phase epoxidation of propylene was discussed.

Catalysts 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 C12H17NO2, Name: 2-Methoxypropan-1-ol.

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

Kang, Qi-Kai published the artcileRhodium-Catalyzed Stereoselective Deuteration of Benzylic C-H Bonds via Reversible η⁶-Coordination, Recommanded Product: 2-Isopropylanisole, the publication is Angewandte Chemie, International Edition (2022), 61(11), e202117381, database is CAplus and MEDLINE.

Practical methods of benzyl H/D exchange of various substrates [such as 1-methoxy-2-methylbenzene, 2,3-dihydrobenzofuran, cyclohexylbenzene, 3-phenyl-1-piperidin-1-yl-butan-1-one, O-acetyl dapagliflozin, etc.] with primary, secondary, or tertiary C-H bonds have been reported through a reversible η⁶-coordination strategy. A doubly cationic [Cp^CF3Rh^III]²⁺ catalyst that serves as an arenophile facilitates deprotonation of inert benzylic hydrogen atoms (pK_a>40 in DMSO) without affecting other hydrogen atoms, such as those on aromatic rings or in α-positions of carboxylate groups. Notably, the H/D exchange reactions feature high stereoretention. The potential usefulness of this method has been demonstrated by its use in deuterium labeling of ten pharmaceuticals and their analogs.

Angewandte Chemie, International Edition published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Recommanded Product: 2-Isopropylanisole.

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

Li, Xiangjun published the artcileThermo-Enhanced Photocatalytic Activity in Aerobic Oxidative Coupling of Amines to Imines over Cu-Doped MIL-125-NH₂, Product Details of C8H11NO, the publication is Asian Journal of Organic Chemistry (2021), 10(11), 2895-2901, database is CAplus.

Photocatalytic oxidation of raw organic mols. to value-added chems. provides a cost-effective and sustainable strategy in organic synthesis. In this work, a series of Cu-doped MIL-125-NH₂ with narrower band gaps were synthesized by a one-pot hydrothermal method and used as photocatalysts for thermo-enhanced aerobic oxidative coupling of amines to imines under visible light irradiation With optimal doping content, the conversion of benzylamine over MIL-125-NH₂/Cu_2% can reach 100% at 60°C under visible light irradiation for 8 h using mol. oxygen as oxidant. It is proved that doping MIL-125-NH₂ with a suitable Cu content can broaden the visible light absorption range, promote the separation of photo-induced charge carriers and improve the photocatalytic performance. Moreover, the increase of reaction temperature of the photocatalytic system promotes the performance. Free radical capture experiments and ESR tests show that holes and superoxide free radicals are the main active species. Such an excellent photocatalytic performance can be attributed to the strong light absorption and more efficient electron-hole separation efficiency via the Cu-doping strategy in MIL-125-NH₂ catalysts.

Asian Journal of Organic Chemistry 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, Product Details of C8H11NO.

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

McBride, Christopher M. published the artcileDesign, Structure-Activity Relationship, and in Vivo Characterization of the Development Candidate NVP-HSP990, Application In Synthesis of 596819-12-4, the publication is Journal of Medicinal Chemistry (2014), 57(21), 9124-9129, database is CAplus and MEDLINE.

Utilizing structure-based drug design, a novel dihydropyridopyrimidinone series which exhibited potent Hsp90 inhibition, good pharmacokinetics upon oral administration, and an excellent pharmacokinetic/pharmacodynamic relation in vivo was developed from a com. hit. The exploration of this series led to the selection of NVP-HSP990 as a development candidate.

Journal of Medicinal Chemistry published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H17BO3S, Application In Synthesis of 596819-12-4.

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

Liu, Zhizhou published the artcileThe danger of dichloromethane in the synthesis and application of imidazole-based dyes, Application In Synthesis of 134-96-3, the publication is Dyes and Pigments (2022), 110404, database is CAplus.

In this paper, a lophine-based phenol compound (I) has been prepared and identified as an efficient chromophore for the determination of hydrogen peroxide (H₂O₂) with enzymic method. A dry chem. analytic agent was also prepared involving this compound, showing good accuracy in the determination of uric acid. However, a commonly used solvent dichloromethane (DCM) could react with this imidazole derivative when the reaction mixture was irradiated under UV (365 nm). We explored the possible mechanism and identified several byproducts caused by the acidity and UV oxidation of DCM. Caution should be taken in the synthesis and application of such imidazole-based dyes in DCM, especially when phenol group was introduced to the imidazole moiety.

Dyes and Pigments published new progress about 134-96-3. 134-96-3 belongs to ethers-buliding-blocks, auxiliary class Immunology/Inflammation,COX,Natural product, name is 4-Hydroxy-3,5-dimethoxybenzaldehyde, and the molecular formula is C9H10O4, Application In Synthesis of 134-96-3.

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

Jia, Le published the artcileCleavage/cross-coupling strategy for converting β-O-4 linkage lignin model compounds into high valued benzyl amines via dual C-O bond cleavage, COA of Formula: C16H18O4, the publication is Chinese Chemical Letters (2022), 33(3), 1519-1523, database is CAplus.

Lignin is the most recalcitrant of the three components of lignocellulosic biomass. The strength and stability of the linkages have long been a great challenge for the degradation and valorization of lignin biomass to obtain bio-fuels and com. chems. Up to now, the selective cleavage of C-O linkages of lignin to afford chems. contains only C, H and O atoms. Authors’ group has developed a cleavage/cross-coupling strategy for converting 4-O-5 linkage lignin model compounds into high value-added compounds Herein, a palladium-catalyzed cleavage/cross-coupling of the β-O-4 lignin model compounds with amines via dual C-O bond cleavage for the preparation of benzyl amine compounds and phenols is presented.

Chinese Chemical Letters published new progress about 183303-74-4. 183303-74-4 belongs to ethers-buliding-blocks, auxiliary class Benzene,Alcohol,Ether, name is 1-(3,4-Dimethoxyphenyl)-2-phenoxyethanol, and the molecular formula is C16H18O4, COA of Formula: C16H18O4.

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

Pan, Wenjing published the artcileA mild and practical method for deprotection of aryl methyl/benzyl/allyl ethers with HPPh₂ and ^tBuOK, Application of 2-Isopropylanisole, the publication is Organic & Biomolecular Chemistry (2021), 19(35), 7633-7640, database is CAplus and MEDLINE.

A general method for the demethylation, debenzylation, and deallylation of aryl ethers ROMe (R = C₆H₅, 3-FC₆H₄, 2-naphthyl, etc.), R¹OCH²Ph (R¹ = C₆H₅, 5,6,7,8-tetrahydronaphthalen-2-yl, 2-naphthyl, etc.) and R²OCH²CH=CH² (R² = C₆H₅, 2,3-dimethylphenyl, 1-naphthyl, etc.) using HPPh₂ and ^tBuOK is reported. The reaction features mild and metal-free reaction conditions, broad substrate scope, good functional group compatibility, and high chem. selectivity towards aryl ethers over aliphatic structures. Notably, this approach is competent to selectively deprotect the allyl or benzyl group, making it a general and practical method in organic synthesis.

Organic & Biomolecular Chemistry published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Application of 2-Isopropylanisole.

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

Pan, Wenjing published the artcileA mild and practical method for deprotection of aryl methyl/benzyl/allyl ethers with HPPh₂ and ^tBuOK, Quality Control of 93-04-9, the publication is Organic & Biomolecular Chemistry (2021), 19(35), 7633-7640, database is CAplus and MEDLINE.

A general method for the demethylation, debenzylation, and deallylation of aryl ethers ROMe (R = C₆H₅, 3-FC₆H₄, 2-naphthyl, etc.), R¹OCH²Ph (R¹ = C₆H₅, 5,6,7,8-tetrahydronaphthalen-2-yl, 2-naphthyl, etc.) and R²OCH²CH=CH² (R² = C₆H₅, 2,3-dimethylphenyl, 1-naphthyl, etc.) using HPPh₂ and ^tBuOK is reported. The reaction features mild and metal-free reaction conditions, broad substrate scope, good functional group compatibility, and high chem. selectivity towards aryl ethers over aliphatic structures. Notably, this approach is competent to selectively deprotect the allyl or benzyl group, making it a general and practical method in organic synthesis.

Organic & Biomolecular 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, Quality Control of 93-04-9.

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