Month: November 2022

Berger, Michael published the artcileMetal-free electrochemical fluorodecarboxylation of aryloxyacetic acids to fluoromethyl aryl ethers, Synthetic Route of 163839-73-4, the publication is Chemical Science (2020), 11(23), 6053-6057, database is CAplus and MEDLINE.

Electrochem. decarboxylation of aryloxyacetic acids followed by fluorination provided easy access to fluoromethyl aryl ethers. This electrochem. fluorodecarboxylation offers a sustainable approach with elec. current as traceless oxidant. Using Et₃N¡¤5HF as fluoride source and as supporting electrolyte, this simple electrosynthesis afforded various fluoromethoxyarenes in yields up to 85%.

Chemical Science published new progress about 163839-73-4. 163839-73-4 belongs to catalysis-chemistry, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Ether, name is 2-(4-(Trifluoromethyl)phenoxy)acetic acid, and the molecular formula is C9H7F3O3, Synthetic Route of 163839-73-4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Zhuang, Zhe published the artcileRapid Construction of Tetralin, Chromane, and Indane Motifs via Cyclative C-H/C-H Coupling: Four-Step Total Synthesis of (¡À)-Russujaponol F, Name: 2-Methyl-4-phenylbutanoic acid, the publication is Journal of the American Chemical Society (2021), 143(2), 687-692, database is CAplus and MEDLINE.

The development of practical C-H/C-H coupling reactions remains a challenging yet appealing synthetic venture because it circumvents the need to prefunctionalize both coupling partners for the generation of C-C bonds. Herein we report a cyclative C(sp³)-H/C(sp²)-H coupling reaction of free aliphatic acids enabled by a cyclopentane-based mono-N-protected ¦Â-amino acid ligand. This reaction uses inexpensive sodium percarbonate (Na₂CO₃¡¤1.5H₂O₂) as the sole oxidant and generates water as the only byproduct. A range of biol. important scaffolds, including tetralins, chromans, and indanes, can be easily prepared by this protocol. Finally, the synthetic application of this methodol. is demonstrated by the concise total synthesis of (¡À)-russujaponol F in a four-step sequence starting from readily available phenylacetic acid and pivalic acid through sequential functionalizations of four C-H bonds.

Journal of the American Chemical Society published new progress about 1949-41-3. 1949-41-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene, name is 2-Methyl-4-phenylbutanoic acid, and the molecular formula is C7H8BFO2, Name: 2-Methyl-4-phenylbutanoic acid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Estrada, Martin published the artcileNew cinnamic – N-benzylpiperidine and cinnamic – N,N-dibenzyl(N-methyl)amine hybrids as Alzheimer-directed multitarget drugs with antioxidant, cholinergic, neuroprotective and neurogenic properties, Safety of (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, the publication is European Journal of Medicinal Chemistry (2016), 376-386, database is CAplus and MEDLINE.

Here we describe new families of multi-target directed ligands obtained by linking antioxidant cinnamic-related structures with N-benzylpiperidine (NBP) or N,N-dibenzyl(N-methyl)amine (DBMA) fragments. Resulting hybrids, in addition to their antioxidant and neuroprotective properties against mitochondrial oxidative stress, are active at relevant mol. targets in Alzheimer’s disease, such as cholinesterases (hAChE and hBuChE) and monoamine oxidases (hMAO-A and hMAO-B). Hybrids derived from umbellic – NBP (8), caffeic – NBP (9), and ferulic – DBMA (12) displayed balanced biol. profiles, with IC₅₀s in the low-micromolar and submicromolar range for hChEs and hMAOs, and an antioxidant potency comparable to vitamin E. Moreover, the caffeic – NBP hybrid 9 is able to improve the differentiation of adult SGZ-derived neural stem cells into a neuronal phenotype in vitro.

European Journal of Medicinal Chemistry published new progress about 16909-09-4. 16909-09-4 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ether, name is (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, and the molecular formula is C11H12O4, Safety of (E)-3-(2,4-Dimethoxyphenyl)acrylic acid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Roychowdhury, Pritam published the artcileTraceless Benzylic C-H Amination via Bifunctional N-Aminopyridinium Intermediates, Computed Properties of 457-68-1, the publication is Angewandte Chemie, International Edition (2022), 61(28), e202200665, database is CAplus and MEDLINE.

Here, traceless nitrogen activation for C-H amination-which enables application of selective C-H amination chem. to the preparation of diverse N-functionalized products-via sequential benzylic C-H N-aminopyridylation followed by Ni-catalyzed C-N cross-coupling with aryl boronic acids was introduced. Unlike many C-H amination reactions that provide access to protected amines, the current method installs an easily diversifiable synthetic handle that serves as a lynchpin for C-H amination, deaminative N-N functionalization sequences.

Angewandte Chemie, International Edition published new progress about 457-68-1. 457-68-1 belongs to catalysis-chemistry, auxiliary class Fluoride,Benzene, name is Bis(4-fluorophenyl)methane, and the molecular formula is C13H10F2, Computed Properties of 457-68-1.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Wagner, Clifton L. published the artcileRedox Activity of Pyridine-Oxazoline Ligands in the Stabilization of Low-Valent Organonickel Radical Complexes, COA of Formula: C14H14, the publication is Journal of the American Chemical Society (2021), 143(14), 5295-5300, database is CAplus and MEDLINE.

Nickel(II) and nickel(I) complexes with (S)-4-tert-butyl-2-(2-pyridyl)oxazoline (pyrox), [(pyrox)NiX₂]^n- (X = Br, 2,6-ⁱPr₂C₆H₃, Me₃SiCH₂, OAc; n = 0,1) were prepared and characterized by redox data, spectra and crystal structure determinations Low-valent organonickel radical complexes are common intermediates in cross-coupling reactions and metalloenzyme-mediated processes. The electronic structures of N-ligand supported nickel complexes appear to vary depending on the actor ligands and the coordination number The reduction products of a series of divalent (pyrox)Ni complexes establish the redox activity of pyrox in stabilizing electron-rich Ni(II)-alkyl and -aryl complexes by adopting a ligand-centered radical configuration. The reduced pyrox imparts an enhanced trans-influence. In contrast, such redox activity was not observed in a (pyrox)Ni(I)-bromide species. The excellent capability of pyrox in stabilizing electron-rich Ni species resonates with its proclivity in promoting the reductive activation of C(sp³) electrophiles in cross-coupling reactions.

Journal of the American Chemical Society published new progress about 613-33-2. 613-33-2 belongs to catalysis-chemistry, auxiliary class Benzene, name is 4,4′-Dimethyldiphenyl, and the molecular formula is C13H18BBrO3, COA of Formula: C14H14.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Delgado, Esther published the artcileIron carbonyls with bulky thiolate ligands: crystal structures of [Fe₂(CO)₆(¦Ì-SC₆H₂ⁱPr₃-2,4,6)₂] and (C₆H₂ⁱPr₃-2,4,6)₂S₂, Computed Properties of 22693-41-0, the publication is Inorganica Chimica Acta (1999), 284(1), 14-19, database is CAplus.

The reaction of Fe₃(CO)₁₂ and bulky thiols HSR (R = C₆H₂ⁱPr₃-2,4,6; C₆H₂Me₃-2,4,6) in toluene yielded [Fe₂(CO)₆(¦Ì-SR)₂] (R = C₆H₂ⁱPr₃-2,4,6 (1), C₆H₂Me₃-2,4,6 (2)). The substitution of one carbonyl by the phosphine Ph₂P(CH₂)₂Si(OEt)₃ in complex 1 afforded {Fe₂(CO)₅[Ph₂P(CH₂)₂Si(OEt)₃](¦Ì-SC₆H₂ⁱPr₃-2,4,6)₂} (3). Mononuclear [(¦Ç⁵-C₅H₅)Fe(CO)₂(SC₆H₂ⁱPr₃-2,4,6)] (4) and {(¦Ç⁵-C₅H₅)Fe(CO)[Ph₂P(CH₂)₂Si(OEt)₃](SC₆H₂ⁱPr₃-2,4,6)} (5) also were obtained. Compound 1 was studied by x-ray diffraction and the structure determined reveals a distorted octahedron geometry around each iron atom and confirms the anti arrangement of aryl substituents in the mol. The preparation of thiol HSC₆H₂ⁱPr₃-2,4,6 yielded the disulfide (C₆H₂ⁱPr₃-2,4,6)₂S₂ (6) as a byproduct, whose structure was solved by x-ray diffraction. Crystal data: 1, monoclinic, space group P2₁/a; 6, orthorhombic, space group Pbca.

Inorganica Chimica Acta published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, Computed Properties of 22693-41-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Delgado, Esther published the artcileIron carbonyls with bulky thiolate ligands: crystal structures of [F3₂(CO)₆(¦Ì-SC₆H₂ⁱPr₃-2,4,6)₂] and (C₆H₂ⁱPr₃-2,4,6)₂S₂, Product Details of C15H24S, the publication is Inorganica Chimica Acta (1999), 284(1), 14-19, database is CAplus.

The reaction of Fe₃(CO)₁₂ and bulky thiols HSR (R = C₆H₂ⁱPr₃-2,4,6; C₆H₂Me₃-2,4,6) in toluene yielded [Fe₂(CO)₆(¦Ì-SR)₂] (R = C₆H₂ⁱPr₃-2,4,6 (1), C₆H₂Me₃-2,4,6 (2)). The substitution of one carbonyl by the phosphine Ph₂P(CH₂)₂Si(OEt)₃ in complex 1 afforded {Fe₂(CO)₅[Ph₂P(CH₂)₂Si(OEt)₃](¦Ì-SC₆H₂ⁱPr₃-2,4,6)₂} (3). Mononuclear [(¦Ç⁵-C₅H₅)Fe(CO)₂(SC₆H₂ⁱPr₃-2,4,6)] (4) and {(¦Ç⁵-C₅H₅)Fe(CO)[Ph₂P(CH₂)₂Si(OEt)₃](SC₆H₂ⁱPr₃-2,4,6)} (5) also were obtained. Compound 1 was studied by x-ray diffraction and the structure determined reveals a distorted octahedron geometry around each iron atom and confirms the anti arrangement of aryl substituents in the mol. The preparation of thiol HSC₆H₂ⁱPr₃-2,4,6 yielded the disulfide (C₆H₂ⁱPr₃-2,4,6)₂S₂ (6) as a byproduct, whose structure was solved by x-ray diffraction. Crystal data: 1, monoclinic, space group P2₁/a; 6, orthorhombic, space group Pbca.

Inorganica Chimica Acta published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, Product Details of C15H24S.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Chan, Leslie W. published the artcileSelective Permeabilization of Gram-Negative Bacterial Membranes Using Multivalent Peptide Constructs for Antibiotic Sensitization, Name: Dbco-maleimide, the publication is ACS Infectious Diseases (2021), 7(4), 721-732, database is CAplus and MEDLINE.

The drug-impermeable bacterial membrane in Gram-neg. pathogens limits antibiotic access to intracellular drug targets. To expand our rapidly waning antibiotic arsenal, one approach is to improve the intracellular delivery of drugs with historically poor accumulation in Gram-neg. bacteria. To do so, we engineered macromol. potentiators to permeabilize the Gram-neg. membrane to facilitate drug influx. Potentiators, known as WD40, were synthesized by grafting multiple copies of a cationic ¦Á-helical antimicrobial peptide, WLBU2, onto a dextran polymer scaffold. WD40 enabled drug uptake in the model pathogen P. aeruginosa, a capability that was not observed with unmodified WLBU2 peptide. WD40 was able to reduce min. inhibitory concentrations of a drug panel by up to 3 orders of magnitude. Hydrophobic and highly three-dimensional antibiotics exhibited the greatest potentiation. Antibiotic activity was potentiated in several clin. strains and resulted in sensitization of drug-resistant strains to rifampin, a drug not previously used for Gram-neg. infections.

ACS Infectious Diseases published new progress about 1395786-30-7. 1395786-30-7 belongs to catalysis-chemistry, auxiliary class Inhibitor, name is Dbco-maleimide, and the molecular formula is C25H21N3O4, Name: Dbco-maleimide.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Prado-Cabrero, Alfonso published the artcileIntensive production of the harpacticoid copepod Tigriopus californicus in a zero-effluent ‘water’ bioreactor, Application In Synthesis of 6217-54-5, the publication is Scientific Reports (2022), 12(1), 466, database is CAplus and MEDLINE.

Aquaculture is looking for substitutes for fishmeal and fish oil to maintain its continued growth. Zooplankton is the most nutritious option, but its controlled mass production has not yet been achieved. In this context, we have developed a monoalgal green water closed-loop bioreactor with the microalgae Tetraselmis chui that continuously produced the harpacticoid copepod Tigriopus californicus. During 145 days of operation, the 2.2 m3 bioreactor produced 3.9 kg (wet weight) of Tigriopus with (dry weight) 0.79 ¡À 0.29% eicosapentaenoic acid (EPA), 0.82 ¡À 0.26% docosahexaenoic acid (DHA), 1.89 ¡À 0,60% 3S,3S-astaxanthin and an essential amino acid index (EAAI) of 97% for juvenile Atlantic salmon. The reactor kept the pH stable over the operation time (pH 8.81 ¡À 0.40 in the algae phase and pH 8.22 ¡À 2.96 in the zooplankton phase), while constantly removed nitrate (322.6 mg L-1) and phosphate (20.4 mg L-1) from the water. As a result of the stable pH and nutrient removal, the bioreactor achieved zero effluent discharges. The upscaling of monoalgal, closed-loop green water bioreactors could help standardize zooplankton mass production to supply the aquafeeds industry.

Scientific Reports published new progress about 6217-54-5. 6217-54-5 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Aliphatic hydrocarbon chain,Metabolic Enzyme,RAR/RXR,Natural product, name is Docosahexaenoic Acid, and the molecular formula is C22H32O2, Application In Synthesis of 6217-54-5.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Giguere, Raymond J. published the artcileMicrowave heating in synthesis: preparation of allyldiphenylphosphine oxide, Safety of Allyldiphenylphosphine oxide, the publication is Synthetic Communications (1991), 21(21), 2197-201, database is CAplus.

A new one-pot synthesis of allyldiphenylphosphine oxide (I) has been developed using a tandem S_n2′-Michaelis-Arbuzov sequence. The application of microwave heating lowers the reaction time significantly. Thus, reaction of Ph₂POEt with CH₂:CHCH₂Br in a sealed ampul with microwave irradiation for 2 min affords I in 86% yield. Conventional heating of the reactants for 1 h at 130¡ã afford I in 85% yield.

Synthetic Communications published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C15H15OP, Safety of Allyldiphenylphosphine oxide.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia