Month: December 2022

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

Zhang, Jiawei published the artcileNano metal oxides as efficient catalysts for selective synthesis of 1-methoxy-2-propanol from methanol and propylene oxide, COA of Formula: C4H10O2, the publication is RSC Advances (2018), 8(8), 4478-4482, database is CAplus.

Nano metal oxides such as Fe₂O₃, Fe₃O₄, CuO, NiO, ZnO and SnO₂ were prepared and characterized using XRD, SEM and TEM anal. These as-prepared metal oxide materials were used as catalysts for the etherification of methanol with propylene oxide (PO). The results showed that α-Fe₂O₃ exhibited outstanding catalytic performance with 97.7% conversion and 83.0% selectivity to MP-2 at 160 °C for 8 h. Furthermore, the relationship between the catalytic activity or selectivity and surface basicity or energy gap was investigated. This catalyst could be easily recovered and reused due to its heterogeneous catalytic nature.

RSC Advances 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 C7H10N2O2, COA of Formula: C4H10O2.

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

De, Chunyan published the artcileHighly selective synthesis of propylene glycol ether from methanol and propylene oxide catalyzed by basic ionic liquid, Related Products of ethers-buliding-blocks, the publication is Journal of Chemical Technology and Biotechnology (2011), 86(1), 105-108, database is CAplus.

Propylene glycol ether is expected to be a safe substitute for toxic ethylene glycol ether usually used in industry owing to its negligible toxicity. Although catalysis of solid acids or bases for the synthesis of the ether can avoid separation of catalysts, liquid waste treatment and corrosion problems, it suffers from drawbacks, e.g. lower activity and selectivity to target product, high reaction pressure and temperature In order to solve these problems, a basic ionic liquid, namely choline hydroxide was prepared and used as a catalyst for synthesis of the ether via atom-economy reaction from propylene oxide and methanol. The ionic liquid showed excellent catalytic performance exhibiting 95.4% conversion of propylene oxide (PO) and 94.6% selectivity to 1-methoxy-2-propanol. It is also an effective catalyst for the reaction of PO with other primary alcs. to yield corresponding ethers. In addition this catalyst can be recovered and reused. The high activity and selectivity can probably be ascribed to its basicity and/or the strong polarity and electrostatic field of the reaction medium caused by the ionic liquid

Journal of Chemical Technology and Biotechnology 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, Related Products of ethers-buliding-blocks.

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

Bai, Yu published the artcileTunable synthesis of propylene glycol ether from methanol and propylene oxide under ambient pressure, SDS of cas: 1589-47-5, the publication is Kinetics and Catalysis (2011), 52(3), 386-390, database is CAplus.

A series of basic and acidic ionic liquids, 1-butyl-3-methylimidazolium hydroxide (BMIMOH), 1-acetyl-3-methylimidazolium chloride (AcMIMCl) and AcMIMCl-FeCl₃, or analogs of AcMIMCl, namely 1-potassium acetate-3-methylimidazolium chloride (KAcMIMCl), 1-potassium (sodium, ammonium) acetate-3-methylimidazolium hydroxides (KAcMIMOH, NaAcMIMOH and NH₄AcMIMOH), were prepared and used as catalysts for catalytic synthesis of propylene glycol ether via reaction of propylene oxide (PO) with methanol under mild reaction conditions. KAcMIMOH exhibited outstanding catalytic performance with 94.2% of conversion of PO and 99.1% of selectivity to 1-methoxy-2-propanol (MP-2) at 60°C and ambient pressure for 4 h. However, AcMIMCl-FeCl₃ showed a good catalysis performance with high selectivity to 2-methoxy-1-propanol (MP-1). The tunable synthesis of MP-2 or MP-1 catalyzed by basic compound KAcMIMOH or acidic ionic liquid AcMIMCl-FeCl₃ was realized.

Kinetics and Catalysis 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, SDS of cas: 1589-47-5.

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

Yi, Wen-Bin published the artcileRare earth(III) perfluorooctanesulfonates catalyzed Friedel-Crafts alkylation in fluorous biphase system, Application of 2-Isopropylanisole, the publication is Journal of Fluorine Chemistry (2005), 126(5), 831-833, database is CAplus.

The catalyst of rare earth(III) perfluorooctanesulfonates (RE(OSO₂C₈F₁₇)₃, RE = Sc, Y, La-Lu) were prepared from either rare earth(III) chlorides or oxides and perfluorooctanesulfonic acid. The perflates thus obtained act as novel catalysts for Friedel-Crafts alkylation in fluorous biphasic system. Perfluorohexane (C₆F₁₄), perfluoromethylcyclohexane (C₇F₁₄), perfluorotoluene (C₇F₈), perfluorooctane (C₈F₁₈), perfluorooctyl bromide (C₈F₁₇Br), and perfluorodecalin (C₁₀F₁₈, cis- and trans-mixture) can be used as fluorous solvents for this reaction. By simple separation of the fluorous phase containing only catalyst, alkylation can be repeated many times.

Journal of Fluorine 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 C3H8N2S, Application of 2-Isopropylanisole.

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

Yi, Wen-Bin published the artcileFriedel-Crafts alkylation in fluorous biphasic system catalyzed by rare earth(III) perfluorooctanesulfonate, Recommanded Product: 2-Isopropylanisole, the publication is Yingyong Huaxue (2006), 23(2), 212-214, database is CAplus.

Rare earth (III) perfluorooctanesulfonate salts (catalysts) were prepared and used in Friedel-Crafts alkylation in fluorous biphasic systems. Perfluorohexane, perfluoromethylcyclohexane, perfluorotoluene, perfluorooctane, perfluorooctyl bromide and perfluorodecalin can be used as the fluorous solvent for this kind of reaction. The catalytic activities of other rare earth metal salts with different ligands were tested. The results show that Yb(OSO₂C₈F₁₇)₃ [1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluoro-1-octanesulfonic acid ytterbium(3+) salt], ,and C₁₀F₁₈ were the best catalyst and fluorous solvent resp. The yield of alkylation of anisole with benzyl alc. was 96% in the presence of Yb(OSO₂C₈F₁₇)₃ and C₁₀F₁₈. By simple phase-separation the fluorous phase containing only catalyst could be re-utilized up to five times with a slight decrease in activity.

Yingyong Huaxue 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 C18H26ClN3O, Recommanded Product: 2-Isopropylanisole.

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

Barry, Conor S. published the artcileStereoselective Synthesis of the Tetrahydropyran Core of Polycavernoside A, SDS of cas: 99438-28-5, the publication is Organic Letters (2005), 7(13), 2683-2686, database is CAplus and MEDLINE.

A concise and stereoselective synthesis of the tetra-substituted tetrahydropyran core of polycavernoside A was achieved in 55% overall yield from 3-benzyloxypropanal. A stereoselective allyl transfer reaction was used in the synthesis of enol ether I followed by a TFA-mediated cyclization to create the three new asym. centers in the tetrahydropyran with complete stereocontrol in a single-pot process.

Organic Letters published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C21H37BO, SDS of cas: 99438-28-5.

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

Secinti, Hatice published the artcileTotal Syntheses of Multicaulins via Oxidative Photocyclization of Stilbenes, Application In Synthesis of 2944-47-0, the publication is Journal of Natural Products (2014), 77(9), 2134-2137, database is CAplus and MEDLINE.

The Wittig reaction of 3-isopropyl-4-methoxybenzaldehyde and 2,3-dimethylbenzylphosphonium bromide afforded the corresponding stilbene mixture I. Oxidative photocyclization of stilbene I with iodine facilitated the first total synthesis of 7-isopropyl-6-methoxy-1,2-dimethylphenanthrene, multicaulin (II). The O-demethylation of II with BBr₃ afforded the 7-isopropyl-1,2-dimethylphenanthren-6-ol, O-demethylmulticaulin (III).

Journal of Natural Products 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 C16H10O5, Application In Synthesis of 2944-47-0.

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

Hlouskova, Zuzana published the artcileSynthesis and properties of push-pull imidazole derivatives with application as photoredox catalysts, Computed Properties of 596819-12-4, the publication is ARKIVOC (Gainesville, FL, United States) (2017), 330-342, database is CAplus.

Two new push-pull mols. with imidazole-4,5-dicarbonitrile acceptor, thiophene and 2-methoxythiophene donors with potential use in photoredox catalysis were designed and prepared The synthesis started from com. available imidazole-4,5-dicarbonitrile and its bromination and N-methylation. Subsequent Suzuki-Miyaura cross-coupling with (5-methoxy)thiophene-derived boronic acids afforded target push-pull derivatives Beside common anal. methods, the mol. structure of 5-methoxythiophen-2-yl derivative has also been verified by X-ray anal. DSC analyses showed remarkable thermal stabilities of both target derivatives with Tm and TD values above 150 and 270°C, resp. Fundamental properties and extent of the intramol. charge-transfer were further studied by UV-VIS absorption spectra and DFT calculations Fundamental photoredox properties of target imidazole derivatives were elucidated. Both push-pull mols. were preliminary tested as photoredox catalysts in cross-dehydrogenative coupling reaction between tetrahydroisoquinoline and nitromethane and the results were compared with those obtained by pyrazine-2,3-dicarbonitrile-derived catalyst.

ARKIVOC (Gainesville, FL, United States) 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, Computed Properties of 596819-12-4.

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

Nicolaou, K. C. published the artcileSynthesis of iso-epoxy-amphidinolide N and des-epoxy-caribenolide I structures. Revised strategy and final stages, Category: ethers-buliding-blocks, the publication is Organic & Biomolecular Chemistry (2006), 4(11), 2158-2183, database is CAplus and MEDLINE.

A general and highly convergent synthetic route to the macrocyclic core structures of the antitumor agents amphidinolide N and caribenolide I has been developed, and the total synthesis of iso-epoxy-amphidinolide N and des-epoxy-caribenolide I structures is described. Central to the revised strategy was the use of a Horner-Wadsworth-Emmons olefination between a β-ketophosphonate and an aldehyde to construct the C1-C13 sector common to both amphidinolide N and caribenolide I. Stereoselective alkylation allowed for the rapid assembly of the complete caribenolide I carbon skeleton. Key steps in the completion of the synthesis of des-epoxy-caribenolide I structure I included hydrolysis of a sensitive Me ester using Me₃SnOH, followed by regioselective macrolactonization of the resulting diol seco-acid and global deprotection. An analogous sequence of late-stage manoeuvres was used to arrive at the fully deprotected des-epoxy-amphidinolide N framework, obtained as a mixture of hemiacetal II and its bicyclic acetal. Regio- and diastereoselective epoxidation of the C6 methylene group in the bicyclic acetal provided access to iso-epoxy-amphidinolide N stereoisomer. Several of the prepared compounds were tested for cytotoxicity against human tumor cell lines, and none showed activity.

Organic & Biomolecular Chemistry published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C21H37BO, Category: ethers-buliding-blocks.

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