Category: 93-04-9

Li, Jia-Qin published the artcileBromination of phenyl ether and other aromatics with bromoisobutyrate and dimethyl sulfoxide, Recommanded Product: 2-Methoxynaphthalene, the publication is Tetrahedron Letters (2021), 153375, database is CAplus.

Bromoisobutyrate was used for the first time as a general brominating source for the direct bromination of a diverse of simple Ph ethers. Aromatic ethers bearing various substituents was compatible in this reaction system delivered brominated arenes ArOMe [Ar = 4-Br-2,3-diMeC₆H₂, 4-NHAc-3-Br-C₆H₃, 1-Br-2-naphthyl, etc.] in moderate to good yields. The reaction system was expanded to bromination of phenols and unactivated arene. This process was regarded as an alternative for the well-established bromination systems for bromoarene synthesis.

Tetrahedron Letters 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, Recommanded Product: 2-Methoxynaphthalene.

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

Zhang, Ying-Qi published the artcileAsymmetric dearomatization catalysed by chiral Bronsted acids via activation of ynamides, Category: ethers-buliding-blocks, the publication is Nature Chemistry (2021), 13(11), 1093-1100, database is CAplus and MEDLINE.

The chiral Bronsted acids enable the catalytic asym. dearomatization reactions of naphthols- phenols- RCCN(R¹)R² (R = 2-(4-hydroxynaphthalen-1-yl)benzen-1-yl, 2-(4-hydroxy-1,4,5,6,7,8-hexahydronaphthalen-1-yl)benzen-1-yl, 2-(2-hydroxyphenyl)benzen-1-yl, etc.; R¹ = Ms, Ts, Bs, etc.; R² = Ph, naphthalen-2-yl, n-Bu, etc.) and pyrrole-ynamides R³(CH₂)₂NCC(R¹)R² (R³ = 2,5-dimethyl-1H-pyrrol-1-yl, 2-methyl-5-(thiophen-3-yl)-1H-pyrrol-1-yl, 2-methyl-5-phenyl-1H-pyrrol-1-yl, etc.) by the direct activation of alkynes. This method leads to the practical and atom-economic construction of various valuable spirocyclic enones I (R⁴ = H, 6-F, benzene-1,2-bis(yl), 5-Cl, etc.) and II, 2H-pyrroles III (R⁵ = Me, Ph, thiophen-2-yl, etc.; R⁶ = Me, Et) that bear a chiral quaternary carbon stereocenter in generally good-to-excellent yields with excellent chemo-, regio- and enantioselectivities. The activation mode of chiral Bronsted acid catalysis revealed in this study is expected to be of broad utility in catalytic asym. reactions that involve ynamides and the related heteroatom-substituted alkynes.

Nature 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 C10H14O, Category: ethers-buliding-blocks.

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

Yao, Juanjuan published the artcileNew insight into the regulation mechanism of visible light in naproxen degradation via activation of peroxymonosulfate by MOF derived BiFeO₃, Application of 2-Methoxynaphthalene, the publication is Journal of Hazardous Materials (2022), 128513, database is CAplus and MEDLINE.

BiFeO₃ (BFO) nanocage prepared by metal-organic-framework derivatization (MOF-d) was adopted as activator to first investigate the effect mechanism of visible-light on naproxen-degradation via peroxymonosulfate (PMS) activation. MOF-d BFO expressed more excellent PMS activation ability than hydrothermal-synthetic BFO, due to highly ordered mesopores. A 3.0 times higher pseudo-first-order degradation rate constant was achieved after visible-light introduced. The quenching experiments indicated that the contribution of ROS in naproxen degradation followed the order of SO•^–₄>¹O₂ ≈ •OH in MOF-d BFO/PMS/dark system, while changed into h⁺>¹O₂ > >O•-app2SO•^–₄> •OH after visible-light introduced. EPR tests first revealed that visible-light promoted ¹O₂ yield (non-radical pathway) but suppressed •OH and SO•^–₄ generation (free-radical pathways). N2-purging experiments further proved that ¹O₂ primarily originates from the reaction between h⁺ and PMS, equivalently to that between O₂ and e^–-h⁺ in MOF-d BFO/PMS/vis system. Under visible-light, PMS activation via Fe (III) might be hindered by e- filling on Fe 3d orbital and anion PMS preferred to approach h⁺ rather than e^–, resulting in the decrease of •OH and SO•^–₄ yields. Moreover, PMS faces competition from adsorbed-O₂ and oxygen-vacancies for e^– capture. The degradation-pathways for naproxen in dark and under visible light were both proposed in MOF-d BFO/PMS system.

Journal of Hazardous Materials 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 C22H38O2, Application of 2-Methoxynaphthalene.

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

Li, Wen-Pei published the artcileAcid-Free Copper-Catalyzed Electrophilic Nitration of Electron-Rich Arenes with Guanidine Nitrate, Recommanded Product: 2-Methoxynaphthalene, the publication is Journal of Organic Chemistry, database is CAplus and MEDLINE.

A practical copper-catalyzed nitration of electron-rich arenes with trimethylsilyl chloride and guanidine nitrate is reported. A variety of nitrated products were generated in moderate to excellent yields (32%-99%) at ambient temperature under acid free, open-flask and operationally simple conditions.

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, Recommanded Product: 2-Methoxynaphthalene.

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

Lui, Yuen Wai published the artcileMethylation with Dimethyl Carbonate/Dimethyl Sulfide Mixtures: An Integrated Process without Addition of Acid/Base and Formation of Residual Salts, COA of Formula: C11H10O, the publication is ChemSusChem (2022), 15(3), e202102538, database is CAplus and MEDLINE.

Di-Me sulfide, a major byproduct of the Kraft pulping process, was used as an inexpensive and sustainable catalyst/co-reagent (Me donor) for various methylations with di-Me carbonate (as both reagent and solvent), which afforded excellent yields of O-methylated phenols and benzoic acids, and mono-C-methylated arylacetonitriles. Furthermore, these products could be isolated using a remarkably straightforward workup and purification procedure, realized by di-Me sulfide’s neutral and distillable nature and the absence of residual salts. The likely mechanisms of these methylations were elucidated using exptl. and theor. methods, which revealed that the key step involves the generation of a highly reactive trimethylsulfonium methylcarbonate intermediate. The phenol methylation process represents a rare example of a Williamson-type reaction that occurs without the addition of a Bronsted base.

ChemSusChem 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, COA of Formula: C11H10O.

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

Zhang, Qingyu published the artcileHypervalent Chalcogenonium…π Bonding Catalysis, Synthetic Route of 93-04-9, the publication is Angewandte Chemie, International Edition, database is CAplus and MEDLINE.

A proof-of-concept study of hypervalent chalcogenonium…π bonding catalysis was performed. A new catalytic strategy using 1,2-oxaselenolium salts as chalcogen bond donors and alkenes as chalcogen bond acceptors is described. The feasibility of this concept is demonstrated by the use of trisubstituted selenonium salts in the metal-free catalytic hydrofunctionalization and polymerization of alkenes via unconventional seleniranium ion-like intermediates. The results indicate that counter anions have a significant effect on the catalysis based on hypervalent chalcogenonium…π bonding interactions.

Angewandte Chemie, International Edition 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 C9H9BN2O2, Synthetic Route of 93-04-9.

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

Gui, Jingjing published the artcileFacile and practical hydrodehalogenations of organic halides enabled by calcium hydride and palladium chloride, Quality Control of 93-04-9, the publication is Organic Chemistry Frontiers (2021), 8(17), 4685-4692, database is CAplus.

Herein, a convenient hydrodehalogenation method was described by employing less-explored calcium hydride as the reductant. A wide range of organic halides such as aromatic bromides RBr (R = 4-(dimethylamino)phenyl, 4-aminonaphthalen-1-yl, quinolin-5-yl, etc.), aromatic chlorides R¹Cl (R¹ = naphthalen-1-yl, 3-carboxy-5-methoxyphenyl, 2-[2-(cyclohexa-1,5-dien-1-yl)ethenyl]phenyl, etc.), aromatic triflates R²Otf (R² = 2-methylquinolin-8-yl, 2-nitrophenyl, 2-acetylnaphthalen-1-yl, etc.), 1-(2-(4-bromo/chlorobutoxy)phenyl)ethan-1-one were efficiently and selectively reduced to obtain the corresponding hydrocarbons e.g., Phenyl(pyrrolidin-1-yl)methanone. More importantly, monodehalogenation of trihalomethyl compounds R³CXY₂ (R³ = benzenesulfonyl, 3-oxo-1-phenyl-3-(thiophen-3-yl)propyl, N-(naphthalen-1-yl)carbamoyl, etc.; X = Br, Cl; Y = Br, Cl, F) in THF could provide various useful dihalomethyl products R³CHY₂.

Organic Chemistry Frontiers 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

Lopez-Arencibia, Atteneri published the artcileNew phenalenone analogues with improved activity against Leishmania species, Product Details of C11H10O, the publication is Biomedicine & Pharmacotherapy (2020), 110814, database is CAplus and MEDLINE.

The in vitro activity against Leishmania spp. of five novel designed compounds, phenalenone derivatives, is described in this study. Previous works have shown that some phenalenones present leishmanicidal activity, some of which could induce programmed cell death events in L. amazonensis parasites. In this research, we focused on the determination of the programmed cell death evidence by detecting the characteristic features of the apoptosis-like process, such as phosphatidylserine exposure and mitochondrial membrane potential, among others. The results showed that the new derivatives have comparable or better activity and selectivity than the commonly prescribed anti-leishmanial drug. This result was obtained by inducing stronger mitochondrial depolarization or more intense phosphatidylserine exposure than miltefosine, highlighting compound 8 with moreover 9-times better selectivity index. In addition, the new five mols. activated the apoptosis-like process in the parasite. All the signals observed were indicative of the death process that the parasites were undergoing.

Biomedicine & Pharmacotherapy 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, Product Details of C11H10O.

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

Huang, Lin published the artcileRuthenium-Catalyzed Dehydrogenation Through an Intermolecular Hydrogen Atom Transfer Mechanism, Safety of 2-Methoxynaphthalene, the publication is Angewandte Chemie, International Edition (2021), 60(13), 7290-7296, database is CAplus and MEDLINE.

The direct dehydrogenation of alkanes is among the most efficient ways to access valuable alkene products. Although several catalysts have been designed to promote this transformation, they have unfortunately found limited applications in fine chem. synthesis. Here, we report a conceptually novel strategy for the catalytic, intermol. dehydrogenation of alkanes using a ruthenium catalyst. The combination of a redox-active ligand and a sterically hindered aryl radical intermediate has unleashed this novel strategy. Importantly, mechanistic investigations have been performed to provide a conceptual framework for the further development of this new catalytic dehydrogenation system.

Angewandte Chemie, International Edition 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, Safety of 2-Methoxynaphthalene.

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

Washington, Jack B. published the artcileTrialkylammonium salt degradation: implications for methylation and cross-coupling, Name: 2-Methoxynaphthalene, the publication is Chemical Science (2021), 12(20), 6949-6963, database is CAplus and MEDLINE.

This study presented a mechanistic degradation anal. of N,N,N-trimethylanilinium salts and highlighted implications for synthetic applications of this important class of salts. Kinetic degradation studies, in both solid and solution phases, had delivered insights into phys. and chem. parameters affecting anilinium salt stability. ¹H NMR kinetic anal. of salt degradation had evidenced thermal degradation to Me iodide and parent aniline, consistent with a closed-shell S_N2-centered degradative pathway, and Me iodide being key reactive species in applied methylation procedures. Furthermore, effect of halide and non-nucleophilic counterions on salt degradation had been investigated, along with deuterium isotope and solvent effects. New mechanistic insights had enabled investigation of use of trimethylanilinium salts in O-methylation and in improved cross-coupling strategies. Finally, detailed computational studies had helped highlight limitations in current state-of-the-art of solvation modeling of reaction in which bulk medium undergoes exptl. observable changes over reaction timecourse.

Chemical Science 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 C14H10O4, Name: 2-Methoxynaphthalene.

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