Month: December 2022

Liu, Chengwei published the artcileDecarbonylative Phosphorylation of Carboxylic Acids via Redox-Neutral Palladium Catalysis, COA of Formula: C9H8O4, the publication is Organic Letters (2019), 21(22), 9256-9261, database is CAplus and MEDLINE.

We describe the direct synthesis of organophosphorus compounds from ubiquitous aryl and vinyl carboxylic acids via decarbonylative palladium catalysis. The catalytic system shows excellent scope and tolerates a wide range of functional groups (>50 examples). The utility of this powerful methodol. is highlighted in the late-stage derivatization directly exploiting the presence of the prevalent carboxylic acid functional group. DFT studies provided insight into the origin of high bond activation selectivity and P(O)-H isomerization pathway.

Organic Letters published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C9H8O4, COA of Formula: C9H8O4.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Liu, Chengwei published the artcileSynthesis of Biaryls via Decarbonylative Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling of Carboxylic Acids, Formula: C9H8O4, the publication is iScience (2019), 749-759, database is CAplus and MEDLINE.

The present report implements a decarbonylative version with loss of carbon monoxide (CO) that enables to directly engage acids ArC(O)OH (Ar¹ = 2-[(E)-2-phenylethenyl]phenyl, naphthalen-1-yl, pyridin-3-yl, etc.)/Ar¹B(OH)₂ (Ar¹ = thiophen-3-yl, naphthalen-2-yl, 2H-1,3-benzodioxol-5-yl, etc.) in a Suzuki-Miyaura cross-coupling to produce biaryls as a general method with high cross-coupling selectivity using a well-defined Pd(0)/(II) catalytic cycle. This protocol shows a remarkably broad scope (>80 examples) and is performed in the absence of exogenous inorganic bases. In a broader context, the approach shows promise for routine applications in the synthesis of biaryls Ar-Ar¹ by carefully controlled decarbonylation of prevalent acids.

iScience published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C9H8O4, Formula: C9H8O4.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Liu, Chengwei published the artcilePalladium-Catalyzed Decarbonylative Borylation of Carboxylic Acids: Tuning Reaction Selectivity by Computation, Synthetic Route of 1877-71-0, the publication is Angewandte Chemie, International Edition (2018), 57(51), 16721-16726, database is CAplus and MEDLINE.

Decarbonylative borylation of carboxylic acids is reported. Carbon electrophiles are generated directly after reagent-enabled decarbonylation of the in situ accessible sterically-hindered acyl derivative of a carboxylic acid under catalyst controlled conditions. The scope and the potential impact of this method are demonstrated in the selective borylation of a variety of aromatics (>50 examples). This strategy was used in the late-stage derivatization of pharmaceuticals and natural products. Computations reveal the mechanistic details of the unprecedented C-O bond activation of carboxylic acids. By circumventing the challenging decarboxylation, this strategy provides a general synthetic platform to access arylpalladium species for a wide array of bond formations from abundant carboxylic acids. The study shows a powerful combination of experiment and computation to predict decarbonylation selectivity.

Angewandte Chemie, International Edition published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C9H8O4, Synthetic Route of 1877-71-0.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Liu, Chengwei published the artcileBimetallic Cooperative Catalysis for Decarbonylative Heteroarylation of Carboxylic Acids via C-O/C-H Coupling, Safety of 3-(Methoxycarbonyl)benzoic acid, the publication is Angewandte Chemie, International Edition (2021), 60(19), 10690-10699, database is CAplus and MEDLINE.

Cooperative bimetallic catalysis is a fundamental approach in modern synthetic chem. We report bimetallic cooperative catalysis for the direct decarbonylative heteroarylation of ubiquitous carboxylic acids via acyl C-O/C-H coupling [e.g., benzoxazole + benzoic acid → 2-phenylbenzoxazole (92%)]. This novel catalytic system exploits the cooperative action of a copper catalyst and a palladium catalyst in decarbonylation, which enables highly chemoselective synthesis of important heterobiaryl motifs through the coupling of carboxylic acids with heteroarenes in the absence of prefunctionalization or directing groups. This cooperative decarbonylative method uses common carboxylic acids and shows a remarkably broad substrate scope (>70 examples), including late-stage modification of pharmaceuticals and streamlined synthesis of bioactive agents. Extensive mechanistic and computational studies were conducted to gain insight into the mechanism of the reaction. The key step involves intersection of the two catalytic cycles via transmetalation of the copper-aryl species with the palladium(II) intermediate generated by oxidative addition/decarbonylation.

Angewandte Chemie, International Edition published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C9H8O4, Safety of 3-(Methoxycarbonyl)benzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Wortman, Sam E. published the artcileA new method for detecting micro-fragments of biodegradable mulch films containing poly(butylene adipate-co-terephthalate) (PBAT) in soil, SDS of cas: 627-93-0, the publication is Journal of Environmental Quality (2022), 51(1), 123-128, database is CAplus and MEDLINE.

Biodegradable mulch (BDM) is a potentially sustainable alternative to polyethylene plastic mulch film for intensive crop production Certified BDMs must demonstrate >90% biodegradation in compost and agricultural soil, but the environmental fate of BDM micro-fragments is usually not measured. While using fatty acid Me ester (FAME) anal. to study changes in soil microbial communities under different BDMs and management conditions, two peaks were detected by gas chromatog. that were derived from a BDM containing poly(butylene adipate-co-terephthalate) (PBAT). The largest peak was identified as 1,4-benzenedicarboxylic acid, di-Me ester, or di-Me terephthalate (DMT). The smaller peak was hexanedioic acid di-Me ester or di-Me adipate. From this observation we hypothesized that the FAME method could be used to detect and quantify micro-fragments (<5 mm in length) of PBAT-containing BDM in soil. To test this, fragments of two com. available BDMs were added to soil and extracted for FAME analyses. Linear relationships were observed between DMT and mulch mass added to soil for both BDMs when the initial mass of fragments was <3.5 mg (r2 > .99). Based on our findings, the FAME method could be redeployed to study the environmental fate and possible accumulation of BDM micro-fragments in soil over time.

Journal of Environmental Quality published new progress about 627-93-0. 627-93-0 belongs to esters-buliding-blocks, auxiliary class Ploymers, name is Dimethyl adipate, and the molecular formula is C8H16O2, SDS of cas: 627-93-0.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Hwangbo, Hyeonwoo published the artcileDigital light processing 3D printing of multi-materials with improved adhesion using resins containing low functional acrylates, Formula: C15H20O6, the publication is Korean Journal of Chemical Engineering (2022), 39(2), 451-459, database is CAplus.

Abstract: Digital light processing (DLP) 3D printing has received increasing attention due to high-resolution printing capability, mass productivity, and cheap equipment cost. Most of all, the layer resolution less than 50μm overwhelms 200-300μm layer resolution of its competitive technol., filament deposition modeling (FDM) 3D printing. One of the easiest ways to improve mech. property is the use of multi-materials that complement each other’s weak property However, DLP 3D printing of multi-material printouts with reliable adhesion has been largely unexplored. In this study, we compared the mech. properties of four pairs of multi-materials consisting of two different materials of the same thickness. A composition with highest modulus and ultimate strength was fixed as the first half layer, and the acrylate of the composition for the other half layer was modulated with a monomer having a functionality between 1 and 3. If the acrylate monomer’s functionality for the other half layer was less than three, the multi-material printout showed nearly averaged mech. property of each material. We speculate that low functional acrylate with lower viscosity allows sufficient polymerization at the interface, enabling reliable adhesion. This approach that enables successful multi-material printing with improved adhesion and complementary mech. properties will extend the use of DLP 3D printing in a broad range of industrial application that requires both sophisticated shape and mech. strength.

Korean Journal of Chemical Engineering published new progress about 15625-89-5. 15625-89-5 belongs to esters-buliding-blocks, auxiliary class Polymerization Reagents,Crosslinkers, name is Trimethylolpropane triacrylate, and the molecular formula is C15H20O6, Formula: C15H20O6.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Ostergaard, N. published the artcileScope and limitations of chiral bis(oxazoline) ligands in the copper-catalysed asymmetric cyclopropanation of trisubstituted alkenes, Product Details of C12H14O2, the publication is Tetrahedron (2001), 57(28), 6083-6088, database is CAplus.

A series of derivatives of 3-methyl-2-buten-1-ol, Me₂C:CHCH₂OR (R = Ac, PhCH₂, 4-O₂NC₆H₄CO, etc.), has been used to test the scope and limitations of the copper-catalyzed asym. cyclopropanation of trisubstituted alkenes by Et diazoacetate in the presence of C₂-sym. bis(oxazoline) ligands. In the best case, a trans/cis ratio of 91:9, with 92% ee for the major isomer, was obtained from the reaction of the p-methoxybenzoate derivative The highest ee was 95%, for the trans isomer of a 80:20 diastereomer mixture (acetate derivative).

Tetrahedron published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C12H14O2, Product Details of C12H14O2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Hansen, Camilla P. published the artcileCarbamoylcholine analogs as nicotinic acetylcholine receptor agonists-Structural modifications of 3-(dimethylamino)butyl dimethylcarbamate (DMABC), Application In Synthesis of 924-99-2, the publication is Bioorganic & Medicinal Chemistry Letters (2009), 19(1), 87-91, database is CAplus and MEDLINE.

Compounds based on the 3-(dimethylamino)butyl dimethylcarbamate (DMABC) scaffold were synthesized and pharmacol. characterized at the α₄β₂, α₃β₄, α₄β₄ and α₇ neuronal nicotinic acetylcholine receptors (nAChRs). The carbamate functionality and a small hydrophobic substituent in the C-3 position were found to be vital for the binding affinity to the nAChRs, whereas the carbamate nitrogen substituents were important for nAChR subtype selectivity. Finally, the compounds were found to be agonists at the α₃β₄ nAChR.

Bioorganic & Medicinal Chemistry Letters published new progress about 924-99-2. 924-99-2 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Amine,Aliphatic hydrocarbon chain,Ester, name is Ethyl 3-(dimethylamino)acrylate, and the molecular formula is C7H13NO2, Application In Synthesis of 924-99-2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Dwivedi, Durgesh Kumar published the artcileSimultaneous Modulation of NLRP3 Inflammasome and Nrf2/ARE Pathway Rescues Thioacetamide-Induced Hepatic Damage in Mice: Role of Oxidative Stress and Inflammation, COA of Formula: C6H8O4, the publication is Inflammation (2022), 45(2), 610-626, database is CAplus and MEDLINE.

Chronic tissue injury resulting in fibrosis of multiple organs, responsible for one-third of the death globally. Liver fibrosis is a common pathway/condition involved in all chronic liver diseases. Thioacetamide (TAA), a hepatotoxicant, was used to induce hepatic fibrosis. Anti-diabetic drug glibenclamide (GLB) possesses anti-inflammatory properties and inhibits NACHT, LRR, and PYD domains-containing protein 3 (NLRP3) inflammasome activation. Di-Me fumarate (DMF), a multiple sclerosis drug, activates the nuclear factor erythroid 2-related factor 2 (Nrf2)/antioxidant response element (ARE) pathway and maintains the antioxidant status in the cell. The present study was designed to investigate (i) role of NLRP3 inflammasome and Nrf2/ARE pathway in TAA-induced hepatotoxicity and liver fibrosis, (ii) mechanism involved in GLB and DMF mediated hepatoprotection against TAA-induced hepatotoxicity, and (iii) addnl./synergistic hepatoprotective effect of combination treatment with NLRP3 inhibition + Nrf2 activation or GLB + DMF or MCC950 + 4OI to reverse/ameliorate the exptl. liver fibrosis completely. TAA was administered i.p. to mice for seven consecutive weeks, and treatments of GLB, DMF, GLB + DMF, MCC950, 4OI, and MCC950 + 4OI were provided for the last three consecutive weeks. The intervention with GLB, DMF, GLB + DMF, MCC950, 4OI, and MCC950 + 4OI significantly protected TAA-induced oxidative stress and inflammatory conditions by improving biochem., histol., and immunoexpression changes in mice. The GLB, DMF, and GLB + DMF intervention exhibited a better protective effect compared with MCC950, 4OI, and MCC950 + 4OI, which revealed that this specific inhibitor/activator possesses only NLRP3 inflammasome inhibitory/Nrf2 activatory properties. In contrast, the clin. drug GLB and DMF have several other beneficial effects, which are independent of NLRP3 inhibition and Nrf2 activation.

Inflammation published new progress about 624-49-7. 624-49-7 belongs to esters-buliding-blocks, auxiliary class Inhibitor,Natural product, name is Dimethyl fumarate, and the molecular formula is C6H8O4, COA of Formula: C6H8O4.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Kantankar, Abhijit published the artcileRational design, synthesis, biological evaluation and molecular docking studies of chromone-pyrimidine derivatives as potent anti-cancer agents, COA of Formula: C6H10O3, the publication is Journal of Molecular Structure (2021), 130502, database is CAplus.

A series of pyrimidine based chromone hybrids I [R = Me, methoxymethyl, 4-fluorophenyl, etc.; R¹ = H, methoxycarbonyl, ethoxycarbonyl, etc.] were synthesized from 7-methoxy-8-formyl-chromone using facile multi-component modified Biginelli reaction. All the synthesized compounds I were characterized and evaluated for their in-vitro anti-cancer activity against three cancer cell lines, human cervical (HeLa), lung (A549), myelogenous leukemia (K562) cancer cell lines and on a normal cell line(HEK-293) for the selectivity reference Among them, compounds I [R = 4-fluorophenyl, 2-fluorophenyl, 4-methoxyphenyl, 4-(trifluoromethoxy)phenyl; R¹ = H] and I [R = methoxymethyl, methyl; R¹ = methoxycarbonyl, ethoxycarbonyl] exhibited potent anti-cancer activities against A549, HeLa and K562 cell lines with IC₅₀ values in micro molar range. The compounds I were displayed selective anti-cancer activity against K562 cell line compared to on other cancer cell lines. All the compounds I showed relative non-toxicity against normal cell line. The selectivity of the compounds against K562 cell line has been substantiated by mol. docking in BCR-ABL Tyrosine kinase using genetic algorithm program (GOLD 3.0.1). These results indicated that the chromones I were promised as the anti-cancer agents for the effective treatment of different types of cancers.

Journal of Molecular Structure published new progress about 30414-53-0. 30414-53-0 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ketone,Ester, name is Methyl 3-oxovalerate, and the molecular formula is C6H10O3, COA of Formula: C6H10O3.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics