Tag: M.W=150-200

Rawat, Vishal Kumar published the artcileNickel-Catalyzed Homocoupling of Aryl Ethers with Magnesium Anthracene Reductant, HPLC of Formula: 93-04-9, the publication is Synthesis (2021), 53(18), 3397-3403, database is CAplus.

Nickel-catalyzed reductive homocoupling of aryl ethers has been achieved with Mg(anthracene)(thf)₃ as a readily available low-cost reductant. DFT calculations provided a rationale for the specific efficiency of the diorganomagnesium-type two-electron reducing agent. The calculations show that the dianionic anthracene-9,10-diyl ligand reduces the two aryl ether substrates, resulting in the homocoupling reaction through supply of electrons to the Ni-Mg bimetallic system to form organomagnesium nickel(0)-ate complexes, which cause two sequential C-O bond cleavage reactions. The calculations also showed cooperative actions of Lewis acidic magnesium atoms and electron-rich nickel atoms in the C-O cleavage reactions.

Synthesis 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, HPLC of Formula: 93-04-9.

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

Lebedeva, Daria published the artcileWaste-to-Fuel Approach: Valorization of Lignin from Coconut Coir Pith, Synthetic Route of 134-96-3, the publication is ACS Agricultural Science & Technology (2022), 2(2), 349-358, database is CAplus.

Coconut Coir Pith (CCP) is a relatively unexplored type of lignocellulosic waste from the coconut industry. As a feedstock that is highly enriched in lignin (Klason lignin content of 40.9 wt % found in this study), CCP is a potential source for renewable lignin-derived materials. We have performed a systematic study on the characterization and valorization of lignin from CCP. We have investigated two different valorization approaches: reductive catalytic fractionation (RCF) and soda pulping followed by catalytic hydrodeoxygenation. During RCF, the lignin was converted into monomeric products in 7.6 wt %. Using soda pulping conditions, we were able to isolate lignin from CCP in 74% yield. Subsequent hydrotreatment of the lignin over a Pt/MoO₃/TiO₂ catalyst resulted in the formation of hydrogenated oil in 43 wt % yield, suitable for the production of biobased diesel fuels and lubricant base oils.

ACS Agricultural Science & Technology 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, Synthetic Route of 134-96-3.

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

Wang, Tao published the artcileA Metal-Free Direct Arene C-H Amination, Recommanded Product: 2-Methoxynaphthalene, the publication is Advanced Synthesis & Catalysis (2021), 363(11), 2783-2795, database is CAplus.

Here, a metal-free arene e.g., mesitylene C-H amination using hydroxylamine derivatives 4-(CH₃)C₆H₅S(O)₂ON(R)R¹ (R = H, Me; R¹ = Me, Boc, Bn, etc.) under benign conditions was reported. A charge transfer interaction between the aminating reagents and the arene substrates enables the chemoselective amination of the arene, even in the presence of various functional groups. Oxygen was crucial for an effective conversion and its accelerating role for the electron transfer step was proven exptl. In addition, this was rationalized by a theor. study which indicated the involvement of a dioxygen-bridged complex with a “Sandwich-like” arrangement of the aromatic starting materials and the aminating agents at the dioxygen mol.

Advanced Synthesis & Catalysis 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 C10H14BNO4S, Recommanded Product: 2-Methoxynaphthalene.

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

Yoshida, Tatsuki published the artcileN-Methylphenothiazine S-Oxide Enabled Oxidative C(sp²)-C(sp²) Coupling of Boronic Acids with Organolithiums via Phenothiaziniums, Category: ethers-buliding-blocks, the publication is Organic Letters (2021), 23(24), 9664-9668, database is CAplus and MEDLINE.

The development of a transition-metal-free oxidative C(sp²)-C(sp²) coupling of readily available boronic acids RB(OH)₂ (R = Ph, 2-naphthyl, 1-hexenyl, 2-(4-bromophenyl)vinyl, etc.) and organolithiums R¹Li (R¹ = 4-bromophenyl, vinyl, 2-naphthyl, etc.) via phenothiazinium ions I was reported. Various biaryl, styrene, and diene derivatives RR¹ were obtained using this reaction system. The key to this process is N-methylphenothiazine S-oxide (PTZSO), which allows efficient conversion of boronic acids to phenothiazinium ions I. The mechanism of phenothiazinium formation using PTZSO was investigated using theor. calculations and experiments, which provided insight into the unique reactivity of PTZSO.

Organic Letters published new progress about 725251-81-0. 725251-81-0 belongs to ethers-buliding-blocks, auxiliary class Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is (3-Methoxy-5-methylphenyl)boronic acid, and the molecular formula is C8H5F3O3, Category: ethers-buliding-blocks.

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

Shi, Qianqian published the artcileNutrient composition and quality traits of dried jujube fruits in seven producing areas based on metabolomics analysis, Application of 4-Hydroxy-3,5-dimethoxybenzaldehyde, the publication is Food Chemistry (2022), 132627, database is CAplus and MEDLINE.

Chinese jujube is a widely cultivated fruit of the Rhamnaceae family. However, there are few reports on the comprehensive evaluation of jujube fruit quality in the main jujube producing areas. Liquid chromatog. tandem-mass spectrometry (LC-MS/MS), principal component anal. (PCA), cluster anal., and ranking score were used to comprehensively evaluate the metabolic traits and quality of 20 dried jujube varieties in the seven main producing areas in China. A total of 29 categories of 463 metabolites were identified and detected; among them, alkaloids, amino acids, flavonoids, and lipids are the main nutrients in dried jujube fruits. An anal. of the content of metabolites in dried jujube fruits from seven producing areas showed that the difference in the fruit quality traits between the producing areas is significant, exhibiting the regional characteristics of the eastern and western regions in North China. In addition, jujube varieties HN-L-L (72 points), XJ-H-Hm (59 points), and XJ-H-Hp (59 points) with the highest scores are rich in nutrients and can be used as raw materials in the development of functional foods.

Food Chemistry 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 C19H14N2, Application of 4-Hydroxy-3,5-dimethoxybenzaldehyde.

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

Liu, Cuibo published the artcileElectrocatalytic Deuteration of Halides with D₂O as the Deuterium Source over a Copper Nanowire Arrays Cathode, Safety of 2-Methoxynaphthalene, the publication is Angewandte Chemie, International Edition (2020), 59(42), 18527-18531, database is CAplus and MEDLINE.

Precise D incorporation with controllable deuterated sites is extremely desirable. Here, a facile and efficient electrocatalytic deuterodehalogenation of halides using D₂O as the deuteration reagent and Cu nanowire arrays (Cu NWAs) electrochem. formed in situ as the cathode was demonstrated. A cross-coupling of C and D free radicals might be involved for this ipso-selective deuteration. This method exhibited excellent chemoselectivity and high compatibility with the easily reducible functional groups (C=C, C C, C=O, C=N, C N). The C-H to C-D transformations were achieved with high yields and D ratios through a 1-pot halogenation-deuterodehalogenation process. Efficient deuteration of less-active bromide substrates, specific D incorporation into top-selling pharmaceuticals, and oxidant-free paired anodic synthesis of high-value chems. with low energy input highlighted the potential practicality.

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

Xia, Cencen published the artcileVisible-Light-Mediated Direct Amidation of Arenes and Heteroarenes with N -Aminopyridinium Salts, Application of 2-Methoxynaphthalene, the publication is Synlett, database is CAplus.

A novel photoinduced strategy has been developed for the C-H amidation of aromatics and heteroaromatics by using benzamide radicals such as 1,3,5-trimethylbenzene, 1-methoxynaphthalene, 1-methyl-1H-indole, 1-methyl-1H-pyrrole, etc. with free NH groups generated from N-amidopyridinium salts such as as 1-benzamido-2,4,6-triphenylpyridin-1-ium tetrafluoroborate under visible-light irradiation The new mode of activation of N-amidopyridinium salts proceeds efficiently under mild conditions to give various benzamide derivatives RNHC(O)C₆H₅ (R = 2,4,6-trimethylphenyl, 1-methoxynaphthalen-2-yl, 1-methyl-1H-indol-3-yl, etc.) with free NH groups. In addition, oxazoline analogs, synthesized by the reaction with styrene, demonstrate a substantial range of prospective applications for this versatile protocol.

Synlett 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 C5H5NO3S, Application of 2-Methoxynaphthalene.

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

Seki, Rin published the artcileSelective C-O Bond Reduction and Borylation of Aryl Ethers Catalyzed by a Rhodium-Aluminum Heterobimetallic Complex, Recommanded Product: 2-Methoxynaphthalene, the publication is Journal of the American Chemical Society (2021), 143(17), 6388-6394, database is CAplus and MEDLINE.

We report the catalytic reduction of a C-O bond and the borylation by a rhodium complex bearing an X-type PAlP pincer ligand. We have revealed the reaction mechanism based on the characterization of the reaction intermediate and deuterium-labeling experiments Notably, this novel catalytic system shows steric-hindrance-dependent chemoselectivity that is distinct from conventional Ni-based catalysts and suggests a new strategy for selective C-O bond activation by heterobimetallic catalysis.

Journal of the American Chemical Society 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 C16H14O6, Recommanded Product: 2-Methoxynaphthalene.

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

Binder, Randall J. published the artcileFacile synthesis of 1,2-dione-containing abietane analogs for the generation of human carboxylesterase inhibitors, Application of (3-Methoxy-5-methylphenyl)boronic acid, the publication is European Journal of Medicinal Chemistry (2018), 79-89, database is CAplus and MEDLINE.

Recently, a series of selective human carboxylesterase inhibitors have been identified based upon the tanshinones, with biol. active mols. containing a 1,2-dione group as part of a naphthoquinone core. Unfortunately, the synthesis of such compounds is complex. Here we describe a novel method for the generation of 1,2-dione containing diterpenoids using a unified approach, by which boronic acids are joined to vinyl bromo-cyclohexene derivatives via Suzuki coupling, followed by electrocyclization and oxidation to the o-phenanthroquinones. This has allowed the construction of a panel of miltirone analogs containing an array of substituents (Me, iso-Pr, fluorine, methoxy) which have been used to develop preliminary SAR with the two human carboxylesterase isoforms. As a consequence, we have synthesized highly potent inhibitors of these enzymes (K_i < 15 nM), that maintain the core tanshinone scaffold. Hence, we have developed a facile and reproducible method for the synthesis of abietane analogs that have resulted in a panel of miltirone derivatives that will be useful tool compounds to assess carboxylesterase biol.

European Journal of Medicinal Chemistry published new progress about 725251-81-0. 725251-81-0 belongs to ethers-buliding-blocks, auxiliary class Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is (3-Methoxy-5-methylphenyl)boronic acid, and the molecular formula is C8H11BO3, Application of (3-Methoxy-5-methylphenyl)boronic acid.

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

Shigeno, Masanori published the artcileOrganic superbase t-Bu-P4-catalyzed demethylations of methoxyarenes, Application In Synthesis of 93-04-9, the publication is Organic Chemistry Frontiers (2022), 9(14), 3656-3663, database is CAplus.

The organic superbase t-Bu-P4 catalyzes the demethylation reactions of methoxyarenes ROMe [R = 4-cyanophenyl, 1-oxo-2,3-dihydro-1H-inden-5-yl, 1-benzothiophen-5-yl, etc.] in the presence of alkanethiol and hexamethyldisilazane was reported. The system can efficiently convert a variety of substrates, including electron-deficient, -neutral, and -rich substrates and heteroaromatic substrates, and displays excellent functional group tolerance. Computational studies show that the high reactivity achieved by t-Bu-P4 is due to the formation of the nucleophilic naked thiolate species.

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 C14H10O4, Application In Synthesis of 93-04-9.

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