Month: October 2022

Mizushima, Taiga; Oka, Marina; Imada, Yasushi; Iida, Hiroki published the artcile< Low-Voltage-Driven Electrochemical Aerobic Oxygenation with Flavin Catalysis: Chemoselective Synthesis of Sulfoxides from Sulfides>, Name: 2-(Phenylthio)ethanol, the main research area is sulfoxide preparation chemoselective green chem electrochem; sulfide electrochem aerobic oxygenation flavin catalyst.

The chemoselective electrochem. oxygenation of sulfides RSR1 (R = Ph, Bu, pyridin-2-yl, etc.; R1 = Me, cyclopropyl, prop-2-en-1-yl, etc.) and dithiane to sulfoxides RS(O)R1 and 1,3-dithiane 1-oxide was performed using a biomimetic flavin catalyst that enables the activation of mol. oxygen under a low cathode potential. Diverse functional groups, including alcs., ketones, aldehydes, cyclopropane, carboxylic acids, pyridine, alkenes, and alkynes, are well tolerated under low-voltage electrolytic conditions.

Advanced Synthesis & Catalysis published new progress about Chemoselectivity. 699-12-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C8H10OS, Name: 2-(Phenylthio)ethanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Takojima, Kaoru; Saito, Tatsuya; Vevert, Cedric; Ladelta, Viko; Bilalis, Panayiotis; Watanabe, Jun; Hatanaka, Shintaro; Konno, Takashi; Yamamoto, Takuya; Tajima, Kenji; Hadjichristidis, Nikos; Isono, Takuya; Satoh, Toshifumi published the artcile< Facile synthesis of poly(trimethylene carbonate) by alkali metal carboxylate-catalyzed ring-opening polymerization>, Product Details of C9H8O, the main research area is trimethylene carbonate ROP alkali metal acetate catalyst green chem.

Abstract: Alkali metal carboxylates, including sodium acetate, sodium benzoate, and sodium sorbate, which are all readily available and widely used as food additives, were found to promote the ring-opening polymerization (ROP) of trimethylene carbonate (TMC) to produce poly(trimethylene carbonate) (PTMC). The sodium acetate-catalyzed ROP of TMC proceeded in the presence of an alc. initiator under solvent-free conditions at 70 °C, even at very low catalyst loadings of 0.01-0.0001 mol%. The controlled nature of this ROP system enabled the synthesis of PTMCs with predicted mol. weights ranging from 2400 to 11 700 g mol-1 and narrow dispersities (∼1.23). Importantly, ROP is initiated by an alc. initiator, allowing PTMC production with desired functional groups, such as azido, alkyne, and methacrylate groups, at the α-chain end. Furthermore, the poly(L-lactic acid)-b-PTMC-b-poly(L-lactic acid) triblock copolymer, a biodegradable thermoplastic elastomer, was successfully synthesized in one pot via the sodium acetate-catalyzed ring-opening block copolymerization of TMC and L-lactide with a 1,3-propanediol initiator.

Polymer Journal (Tokyo, Japan) published new progress about Biodegradable materials. 10602-04-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C9H8O, Product Details of C9H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhong, Yuanhai; Zhou, Taigang; Zhang, Zhuohua; Chang, Ruiqing published the artcile< Copper-Catalyzed Transfer Hydrogenation of N-Heteroaromatics with an Oxazaborolidine Complex>, Category: alcohols-buliding-blocks, the main research area is quinoline hydrogenation oxaborolidine borane complex copper catalyst; tetrahydroquinoline preparation transfer hydrogenation quinoline oxaborolidine borane complex.

Quinolines, quinoxalines, acridine and 1,10-phenanthroline were hydrogenated at the heterocyclic ring by borane-oxaborolidine complex, prepared in situ from ethanolamine and BH3·THF, giving tetrahydro-derivatives; the reaction is catalyzed by copper(II) and copper(I) salts. The first time use of the oxazaborolidine complex in transfer hydrogenation, was accomplished. A general and efficient method for copper-catalyzed transfer hydrogenation of a variety N-heteroaromatics with oxazaborolidine-BH3 complex under mild reaction conditions afforded the corresponding hydrogenated products in up to 96% yields. Mechanistic studies indicate that the hydrogen source originated from water and borane that coordinate with the nitrogen atom of oxazaborolidine. Accordingly, a plausible mechanism for this reaction was proposed. This method was successfully used in the key step synthesis of natural products (±)-Angustureine and (±)-Galipinine in three steps.

ACS Omega published new progress about Amino alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 5344-90-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C7H9NO, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Ling, Xiujun; Wilcox, Craig S. published the artcile< A Molecular Torsion Balance Study: A Nearby Anionic Group Exerts Little Influence on Hydrophobic Interactions between Nonpolar Surfaces>, Reference of 3685-27-6, the main research area is mol torsion balance folding free energy; hydrophobic interaction; lipophilicity; non-covalent interactions; polarity; protein folding.

Polar groups have a solvent ordering effect on water and therefore may affect hydrophobic binding energies for nearby lipophilic surfaces. This would mean that determinations of excess surface free energy association energies require consideration of nearby polar functional groups. This paper reports results of a study to measure this possible effect. It was concluded from the models used here that an anionic polar group nearby a hydrophobic surface has little or no effect on the magnitude of hydrophobic association

Chemistry – A European Journal published new progress about Biaryls Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 3685-27-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C7H14O2, Reference of 3685-27-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Qian, Heng-Yu published the artcile< Synthesis, crystal structures, and antibacterial activity of new tetranuclear zinc(II) complexes with schiff base ligands>, Formula: C7H9NO, the main research area is zinc complex Schiff base ligand crystal structure antibacterial activity.

Two new tetranuclear zinc(II) complexes, [Zn4(L1)2(μ2-η1:η1-CH3COO)4(μ1,1-N3)2] (1) and [Zn4(L2)4(CH3CH2OH) (H2O)] (2), where L1 and L2 are the deprotonated forms of 4-fluoro-2-((pyridin-2-ylmethylimino)methyl)phenol (HL1) and 4-fluoro-2-((2-(hydroxymethyl)phenylimino)methyl)phenol (H2L2), have been synthesized and characterized by elemental anal., IR and UV-vis spectroscopy, and single crystal X-ray diffraction. X-ray crystal structural study indicated that the distances between the adjacent Zn atoms are 3.160(1)-3.353(1) Å in 1 and 3.005(1)-3.168(1) Å in 2. All zinc atoms in 1 are pentacoordinated in trigonal bipyramidal geometry, and those in 2 are in square pyramidal and octahedral geometry. The complexes and the Schiff bases were assayed for antibacterial activities against three Gram-pos. bacterial strains (B. subtilis, S. aureus, and St. faecalis) and three Gram-neg. bacterial strains (E. coli, P. aeruginosa, and E. cloacae) by MTT method.

Acta Chimica Slovenica published new progress about Antibacterial agents. 5344-90-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C7H9NO, Formula: C7H9NO.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Tohya, Mari; Watanabe, Shin; Teramoto, Kanae; Uechi, Kohei; Tada, Tatsuya; Kuwahara-Arai, Kyoko; Kinjo, Takeshi; Maeda, Shiro; Nakasone, Isamu; Zaw, Ni Ni; Mya, San; Zan, Khin Nyein; Tin, Htay Htay; Fujita, Jiro; Kirikae, Teruo published the artcile< Pseudomonas asiatica sp. nov., isolated from hospitalized patients in Japan and Myanmar>, Product Details of C6H10O8, the main research area is Pseudomonas 16S rRNA phylogeny; Pseudomonas; human pathogen.

A novel Gram-neg., aerobic, rod-shaped, non-spore-forming bacterial strain, RYU5T, was isolated from a stool sample of an inpatient at a hospital in Okinawa, Japan. The optimal growth temperature of RYU5T was 30°C. Phylogenetic anal. based on the sequences of housekeeping genes, including the 16S rRNA, rpoB, rpoD and gyrB genes, showed that RYU5T was a member of the Pseudomonas putida group and was located close to Pseudomonas monteilii and P. putida. Whole-genome comparisons, using average nucleotide identity and digital DNA-DNA hybridization, confirmed that strain RYU5T should be classified as a novel species of Pseudomonas. Phenotypic characterization tests showed that utilization of d-mannose, d-serine, l-arabinose and d-fructose could distinguish this strain from other related species of the genus Pseudomonas. Based on genetic and phenotypic evidence, strain RYU5T should be classified as a novel species, for which the name Pseudomonas asiatica sp. nov. is proposed. The type strain is RYU5T (= DSM 107182T, = JCM 32716T), with a DNA G + C content of 62.25 mol%.

International Journal of Systematic and Evolutionary Microbiology published new progress about 16S rRNA Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 87-73-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C6H10O8, Product Details of C6H10O8.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Dong, Yan; Li, Kehuang; Xu, Zhixiang; Ma, Haikuo; Zheng, Jiyue; Hu, Zhilin; He, Sudan; Wu, Yiyuan; Sun, Zhijian; Luo, Lusong; Li, Jiajun; Zhang, Hongjian; Zhang, Xiaohu published the artcile< Exploration of the linkage elements of porcupine antagonists led to potent Wnt signaling pathway inhibitors>, Product Details of C12H18BNO2, the main research area is protein palmitoyltransferase Porcupine antagonist synthesis inhibitor Wnt signaling secretion; Antagonist; Cancer therapy; Porcupine; Scaffold hybridization; Wnt signaling pathway.

The Wnt signaling pathway is a pivotal developmental pathway. It operates through control of cellular functions such as proliferation, differentiation, migration and polarity. Aberrant Wnt signaling has been implicated in the formation and metastasis of tumors. Porcupine is a component of the Wnt signaling pathway. It is a member of the membrane-bound O-acyltransferase family of proteins. Porcupine catalyzes the palmitoylation of Wnt proteins, a process which is essential to their secretion and activity. Here we report a novel series of compounds obtained by a scaffold hybridization strategy from two known porcupine inhibitor classes. The leading compound 62 demonstrated subnanomolar (IC50 0.11 nM) inhibition of Wnt signaling in a paracrine cellular reporter gene assay. Compound 62 also potently inhibited Wnt secretion into culture medium, an indication of direct inhibition of the porcupine protein. Furthermore, compound 62 showed excellent chem., plasma and liver microsomal stabilities. Collectively, these results strongly support further optimization of this novel scaffold to develop better Wnt pathway inhibitors.

Bioorganic & Medicinal Chemistry published new progress about Amide group (in Porcupine antagonists). 660867-80-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H18BNO2, Product Details of C12H18BNO2.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Tian, Ya-Ming; Guo, Xiao-Ning; Krummenacher, Ivo; Wu, Zhu; Nitsch, Joern; Braunschweig, Holger; Radius, Udo; Marder, Todd B. published the artcile< Visible-Light-Induced Ni-Catalyzed Radical Borylation of Chloroarenes>, Safety of 2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, the main research area is chloro nickel carbene preparation catalyzed radical borylation chloroarene; crystal structure imidazolylidene nickel chloride; mol structure imidazolylidene nickel chloride; arylborane preparation.

A highly selective and general photoinduced C-Cl borylation protocol that employs [Ni(IMes)2] (IMes = 1,3-dimesitylimidazoline-2-ylidene) for the radical borylation of chloroarenes is reported. This photoinduced system operates with visible light (400 nm) and achieves borylation of a wide range of chloroarenes with B2pin2 at room temperature in excellent yields and with high selectivity, thereby demonstrating its broad utility and functional group tolerance. Mechanistic studies suggest that the borylation reactions proceed via a radical process. EPR studies demonstrate that [Ni(IMes)2] undergoes very fast Cl atom abstraction from aryl chlorides to give [Ni(I)(IMes)2Cl] and aryl radicals. Control experiments indicate that light promotes the reaction of [Ni(I)(IMes)2Cl] with aryl chlorides generating addnl. aryl radicals and [Ni(II)(IMes)2Cl2]. The aryl radicals react with an anionic sp2-sp3 diborane [B2pin2(OMe)]- formed from B2pin2 and KOMe to yield the corresponding borylation product and the [Bpin(OMe)]•- radical anion, which reduces [Ni(II)(IMes)2Cl2] under irradiation to regenerate [Ni(I)(IMes)2Cl] and [Ni(IMes)2] for the next catalytic cycle.

Journal of the American Chemical Society published new progress about Aryl chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 660867-80-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H18BNO2, Safety of 2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Wang, Shu; Beech, Haley K.; Bowser, Brandon H.; Kouznetsova, Tatiana B.; Olsen, Bradley D.; Rubinstein, Michael; Craig, Stephen L. published the artcile< Mechanism Dictates Mechanics: A Molecular Substituent Effect in the Macroscopic Fracture of a Covalent Polymer Network>, Electric Literature of 627-27-0, the main research area is dictate mechanic macroscopic fracture covalent polymer network.

The fracture of rubbery polymer networks involves a series of mol. events, beginning with conformational changes along the polymer backbone and culminating with a chain scission reaction. Here, we report covalent polymer gels in which the macroscopic fracture “”reaction”” is controlled by mechanophores embedded within mech. active network strands. We synthesized poly(ethylene glycol) (PEG) gels through the end-linking of azide-terminated tetra-arm PEG (Mn = 5 kDa) with bis-alkyne linkers. Networks were formed under identical conditions, except that the bis-alkyne was varied to include either a cis-diaryl (1) or cis-dialkyl (2) linked cyclobutane mechanophore that acts as a mechanochem. “”weak link”” through a force-coupled cycloreversion. A control network featuring a bis-alkyne without cyclobutane (3) was also synthesized. The networks show the same linear elasticity (G’ = 23-24 kPa, 0.1-100 Hz) and equilibrium mass swelling ratios (Q = 10-11 in tetrahydrofuran), but they exhibit tearing energies that span a factor of 8 (3.4 J, 10.6, and 27.1 J·m-2 for networks with 1, 2, and 3, resp.). The difference in fracture energy is well-aligned with the force-coupled scission kinetics of the mechanophores observed in single-mol. force spectroscopy experiments, implicating local resonance stabilization of a diradical transition state in the cycloreversion of 1 as a key determinant of the relative ease with which its network is torn. The connection between macroscopic fracture and a small-mol. reaction mechanism suggests opportunities for mol. understanding and optimization of polymer network behavior.

Journal of the American Chemical Society published new progress about Azide-alkyne 1,3-dipolar cycloaddition reaction. 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Electric Literature of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Caiger, Lewis; Sinton, Conar; Constantin, Timothee; Douglas, James J.; Sheikh, Nadeem S.; Julia, Fabio; Leonori, Daniele published the artcile< Radical hydroxymethylation of alkyl iodides using formaldehyde as a C1 synthon>, Application In Synthesis of 627-27-0, the main research area is alkyl alc preparation; formaldehyde alkyl iodide radical hydroxymethylation photocatalyst.

Here, a strategy that couples alkyl iodide building blocks with formaldehyde through the use of photocatalysis and a phosphine additive was reported. Halogen-atom transfer (XAT) from α-aminoalkyl radicals was leveraged to convert the iodide into the corresponding open-shell species, while its following addition to formaldehyde was rendered irreversible by trapping the transient O-radical with PPh3. This event delivered a phosphoranyl radical that re-generates the alkyl radical and provided the hydroxymethylated product.

Chemical Science published new progress about Alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Application In Synthesis of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts