Tag: M.W=150-200

Karuppusamy, Velusamy published the artcileBF₃·OEt₂-TFAA Mediated Tetra-Functionalization of Amino Acids – Synthesis of Di- and Tri-Substituted 2-Trifluoromethyl Oxazoles in One Pot, COA of Formula: C11H10O, the publication is Organic Letters (2020), 22(18), 7147-7151, database is CAplus and MEDLINE.

A highly efficient, TFAA-BF₃·OEt₂ mediated multicomponent coupling of amino acid, TFAA, and aromatics provides a broad library of 2-trifluoromethyl equipped 2,5-disubstituted/2,4,5-trisubstituted oxazoles or N-(trifluoroacetyl)-β-aminoalkyl ketones. This amino acid tetra-functionalization approach involves amidation (C-N), anhydride (C-O), Friedel-Crafts acylation (C-C), and Robinson-Gabriel annulation (C-O) followed by dehydrative aromatization. This reaction takes place under operationally simple, mild, and metal-free conditions using readily available amino acids and aromatic compounds

Organic 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, COA of Formula: C11H10O.

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

Nguyen, Thi Le Nhon published the artcileEnantioselective nickel-catalyzed arylative intramolecular 1,4-allylations, HPLC of Formula: 725251-81-0, the publication is Chemical Communications (Cambridge, United Kingdom) (2018), 54(44), 5622-5625, database is CAplus and MEDLINE.

The enantioselective nickel-catalyzed desymmetrization of allenyl cyclohexa-2,5-dienones I (R¹ = CH₃, C₂H₅, CH(CH₃)₂, C₆H₅; X = O, NTs) by reaction with arylboronic acids ArB(OH)₂ (R² = C₆H₅, 3-NCC₆H₄, 2-naphthyl, etc.) is described. Nickel-catalyzed arylation of the allene gives allyl nickel species, which undergo cyclization by 1,4-allylation to produce hexahydroindol-5-ones/hexahydrobenzofuran-5-ones II with three contiguous stereocenters in high diastereo- and enantioselectivities.

Chemical Communications (Cambridge, United Kingdom) 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, HPLC of Formula: 725251-81-0.

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

Cellat, Mustafa published the artcileProtective effect of Smilax excelsa L. pretreatment via antioxidant, anti-inflammatory effects, and activation of Nrf-2/ HO -1 pathway in testicular torsion model, Recommanded Product: 4-Hydroxy-3,5-dimethoxybenzaldehyde, the publication is Journal of Food Biochemistry (2022), 46(8), e14161, database is CAplus and MEDLINE.

The protective effects of the ethanol extract of Smilax excelsa L. (SE) leaves were investigated on testicular tissue of rats with a torsion model in this study. The chem. composition of the extract was detected by means of liquid chromatog. with tandem mass spectrometry (LC-MS/MS). SE extract was given for 21 days before torsion was created in the treatment group. The sperm parameters of the torsion group were impaired, and there was an increase in MDA level as well as a decrease in GSH level and GPx activity compared to the control group. TNF-α and NF-κB levels in the torsion group increased as compared to those in the control group. The expression levels of Nrf-2 and HO-1 were lower in the torsion group than those in the control group. The SE pretreatment group has improved sperm, oxidative stress, and inflammatory markers when compared to the torsion group, and the Nrf-2/HO-1 pathway was activated. Practical applications : Smilax excelsa L. is a plant with economic value used in traditional medicine in the treatment of stomachache, bloating, and breast cancer in Northwest Anatolia. It has an antioxidant effect due to the flavonoids and anthocyanins it contains. The protective effect against ischemia-reperfusion-induced tissue and reproductive damage in testicular tissue were demonstrated with the study. When the histol. examinations of the tissues were evaluated, it was found that morphol. structure of the tissues was retained in the treatment group. The findings indicate that SE prevents tissue damage in the torsion model by antioxidant and anti-inflammatory effects and activating Nrf-2/HO-1 pathway.

Journal of Food Biochemistry 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, Recommanded Product: 4-Hydroxy-3,5-dimethoxybenzaldehyde.

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

Hong Nguyen, Thi Anh published the artcileMetal-free, Direct Acetoxylation of Arenes, HPLC of Formula: 93-04-9, the publication is Organic Letters (2021), 23(21), 8127-8131, database is CAplus and MEDLINE.

A metal-free, direct acetoxylation reaction using sodium nitrate under an anhydrous environment of trifluoroacetic acid, acetic acid and acetic anhydride was reported. Arenes (31 examples), with oxidation potentials (E_ox, in V vs SCE) lower than benzene (2.48 V), were acetoxylated with good yields and regioselectivity. A stepwise, single electron-transfer mechanism was proposed.

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

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

Li, Laiqiang published the artcileSite-Selective Electrochemical C-H Cyanation of Indoles, Name: 2-Methoxynaphthalene, the publication is Organic Letters (2021), 23(15), 5983-5987, database is CAplus and MEDLINE.

An electrochem. approach for the site-selective C-H cyanation of indoles to form indole-carbonitriles I [R¹ = CN, Ph; R² = Me, CN, C(O)OMe, etc.; R³ = H, 4-Me, 5-F, 6-Cl, etc.; R⁴ = Me, Bn, i-Pr, etc.] employing readily available TMSCN as cyano source has been developed. The electrosynthesis relied on the tris(4-bromophenyl)amine as a redox catalyst, which achieved better yield and regioselectivity. A variety of C2- and C3-cyanated indoles were obtained in satisfactory yields. The reactions were conducted in a simple undivided cell at room temperature and obviated the need for transition-metal reagent and chem. oxidant.

Organic 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, Name: 2-Methoxynaphthalene.

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

Gao, Han published the artcileOrigins of Lewis acid acceleration in nickel-catalyzed C-H, C-C and C-O bond cleavage, COA of Formula: C11H10O, the publication is Catalysis Science & Technology (2021), 11(13), 4417-4428, database is CAplus.

The current understanding of Lewis acid effects on transition metal catalysis is generally based on the enhanced charge transfer from metal to substrate due to the formation of Lewis acid-base adducts. The critical factors of how Lewis acids manipulate complex catalyst-substrate interactions to facilitate reactions are seldom clarified. Herein, using the energy decomposition approach, we quantify the contributions of multiple factors which account for the Lewis acid acceleration in Ni-catalyzed C-X (X = H, C, O) bond cleavage via oxidative addition The results reveal that the dominant factors for Lewis acid promotion highly depend on the features of transition states with Lewis acids. In the transition states having only heteroatom-Lewis acid interactions (e.g., C-H, C-CN and C(acyl)-O oxidative additions), the reactivity is improved majorly by enhancing charge transfer from the metal to the Lewis acid-activated substrates, which is consistent with the conventional viewpoint. However, for the transition states with heteroatom-Lewis acid and heteroatom-transition metal interactions (e.g., C(benzyl)-O and C(aryl)-O oxidative additions), the decisive factor for the improved reactivity is ascribed to the reduced Pauli repulsion between occupied orbitals. Further, in the transition states having heteroatom-Lewis acid and Lewis acid-transition metal interactions (e.g., C(benzyl)-O oxidative addition), the reaction is facilitated by strengthening electrostatics and polarization due to greater charge separation and electron delocalization effects. These three types of dominant factors are generally employed by a series of different Lewis acids in promoting Ni-catalyzed bond cleavage.

Catalysis Science & Technology 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

Deng, Xiujuan published the artcileEvolution analysis of flavor-active compounds during artificial fermentation of Pu-erh tea, Formula: C11H10O, the publication is Food Chemistry (2021), 129783, database is CAplus and MEDLINE.

For the urgent need for fermentation control and product quality improvement of Pu-erh tea, gas chromatog.-mass spectrometry and odor activity value (OAV) were used to comprehensively investigate the flavor-active compounds during artificial fermentation of Pu-erh tea. A flavor wheel was constructed to expound the sensory attributes evolution during fermentation With an increased total volatiles content, 43 were significantly up-regulated and 30 were down-regulated among 131 detected volatiles. Key active compounds of three aroma types, namely fresh fragrance, fruit-fungus fragrance and stale-Qu fragrance, were analyzed based on OAV. β-damascenone was firstly found contributing most to the aroma of Pu-erh tea, followed by 1,2,3-methoxybenzene and (E,E)-2,4-nonadienal. γ-terpinene, linalool, 1,2,4-trimethoxybenzene, 1,2,3-trimethoxybenzene, and 4-ethylveratrol were identified as the potential markers responsible for aroma differences among three fermentation stages. Finally the metabolic evolution of key flavor-active compounds were systematically summarized. This study provides significant guidance in fermentation control and new product development of Pu-erh tea.

Food 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, Formula: C11H10O.

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

Claffey, Michelle M. published the artcileApplication of Structure-Based Drug Design and Parallel Chemistry to Identify Selective, Brain Penetrant, In Vivo Active Phosphodiesterase 9A Inhibitors, Recommanded Product: 3-Phenoxyazetidine hydrochloride, the publication is Journal of Medicinal Chemistry (2012), 55(21), 9055-9068, database is CAplus and MEDLINE.

Phosphodiesterase 9A inhibitors have shown activity in preclin. models of cognition with potential application as novel therapies for treating Alzheimer’s disease. Our clin. candidate, PF-04447943 (2), demonstrated acceptable CNS permeability in rats with modest asymmetry between central and peripheral compartments (free brain/free plasma = 0.32; CSF/free plasma = 0.19) yet had physicochem. properties outside the range associated with traditional CNS drugs. To address the potential risk of restricted CNS penetration with 2 in human clin. trials, we sought to identify a preclin. candidate with no asymmetry in rat brain penetration and that could advance into development. Merging the medicinal chem. strategies of structure-based design with parallel chem., a novel series of PDE9A inhibitors was identified that showed improved selectivity over PDE1C. Optimization afforded preclin. candidate 19 that demonstrated free brain/free plasma â‰? in rat and reduced microsomal clearance along with the ability to increase cyclic guanosine monophosphosphate levels in rat CSF.

Journal of Medicinal Chemistry published new progress about 301335-39-7. 301335-39-7 belongs to ethers-buliding-blocks, auxiliary class Azetidine,Salt,Benzene,Ether, name is 3-Phenoxyazetidine hydrochloride, and the molecular formula is C9H12ClNO, Recommanded Product: 3-Phenoxyazetidine hydrochloride.

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

Gelis, Coralie published the artcileCatalytic Transfer Hydrogenation of Arenes and Heteroarenes, Category: ethers-buliding-blocks, the publication is Chemistry – A European Journal (2020), 26(62), 14090-14094, database is CAplus and MEDLINE.

Transfer hydrogenation reactions are of great interest to reduce diverse mols. under mild reaction conditions. To date, this type of reaction has only been successfully applied to alkenes, alkynes and polarized unsaturated compounds such as ketones, imines, pyridines, etc. The reduction of benzene derivatives by transfer hydrogenation has never been described, which is likely due to the high energy barrier required to dearomatize these compounds In this context, a catalytic transfer hydrogenation reaction for the reduction of benzene derivatives and heteroarenes to form complex 3-dimensional scaffolds bearing various functional groups at room temperature without needing compressed hydrogen gas has been developed.

Chemistry – A European Journal 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, Category: ethers-buliding-blocks.

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

Borys, Andryj M. published the artcileThe Anionic Pathway in the Nickel-Catalysed Cross-Coupling of Aryl Ethers, Quality Control of 93-04-9, the publication is Angewandte Chemie, International Edition (2021), 60(46), 24659-24667, database is CAplus and MEDLINE.

The Ni-catalyzed cross-coupling of aryl ethers is a powerful method to forge new C-C and C-heteroatom bonds. However, the inert C(sp²)-O bond means that a canonical mechanism that relies on the oxidative addition of the aryl ether to a Ni⁰ center is thermodynamically and kinetically unfavorable, which suggests that alternative mechanisms may be involved. Here, we provide spectroscopic and structural insights into the anionic pathway, which relies on the formation of electron-rich hetero-bimetallic nickelates by adding organometallic nucleophiles to a Ni⁰ center. Assessing the rich co-complexation chem. between Ni(COD)₂ and PhLi has led to the structures and solution-state chem. of a diverse family of catalytically competent lithium nickelates being unveiled. In addition, we demonstrate dramatic solvent and donor effects, which suggest that the cooperative activation of the aryl ether substrate by Ni⁰-ate complexes plays a key role in the catalytic cycle.

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, Quality Control of 93-04-9.

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