Day: November 14, 2022

Moore, James T. published the artcileLight-Driven Hydrodefluorination of Electron-Rich Aryl Fluorides by an Anionic Rhodium-Gallium Photoredox Catalyst, Category: isoquinoline, the main research area is rhodium gallium aluminum indium trisphosphinomethylaminophenylamine complex preparation structure property; arene preparation; photoredox rhodium gallium complex catalyst defluorination fluoroarene; Gallium; Heterobimetallic; Hydrodefluorination; Photoredox Catalysis; Rhodium.

An anionic Rh-Ga complex I·{Li(THF)4} catalyzed the hydrodefluorination of challenging C-F bonds in electron-rich aryl fluorides and trifluoromethylarenes when irradiated with violet light in the presence of H2, a stoichiometric alkoxide base, and a crown-ether additive. Based on theor. calculations, the LUMO (LUMO), which is delocalized across both the Rh and Ga atoms, becomes singly occupied upon excitation, thereby poising the Rh-Ga complex for photoinduced single-electron transfer (SET). Stoichiometric and control reactions support that the C-F activation is mediated by the excited anionic Rh-Ga complex. After SET, the proposed neutral Rh0 intermediate was detected by EPR spectroscopy, which matched the spectrum of an independently synthesized sample. Deuterium-labeling studies corroborate the generation of aryl radicals during catalysis and their subsequent hydrogen-atom abstraction from the THF solvent to generate the hydrodefluorinated arene products. Altogether, the combined exptl. and theor. data support an unconventional bimetallic excitation that achieves the activation of strong C-F bonds and uses H2 and base as the terminal reductant.

Angewandte Chemie, International Edition published new progress about Aromatic hydrocarbons Role: SPN (Synthetic Preparation), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Liu, Luo-Yan published the artcileLigand-Promoted Non-Directed C-H Cyanation of Arenes, Safety of 1,3-Dimethoxybenzene, the main research area is arene silver cyanide palladium pyridinol catalyst regioselective cyanation; cyanoarene preparation; 2-pyridone; C−H activation; arenes; cyanation; palladium.

The first example of a 2-pyridone accelerated non-directed C-H cyanation with an arene as the limiting reagent was reported. This protocol was compatible with a broad scope of arenes, including advanced intermediates, drug mols. and natural products. A kinetic isotope experiment (kH/kD=4.40) indicated that the C-H bond cleavage is the rate-limiting step. Also, the reaction is readily scalable, further showcasing the synthetic utility of this method.

Chemistry – A European Journal published new progress about Aromatic hydrocarbons Role: SPN (Synthetic Preparation), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Safety of 1,3-Dimethoxybenzene.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Chiaia-Hernandez, Aurea C. published the artcileSuspect and nontarget screening approaches to identify organic contaminant records in lake sediments, COA of Formula: C11H9I3N2O4, the main research area is suspect nontarget screening identification organic contaminant record lake sediment; identification organic contaminant record lake sediment Switzerland.

Sediment cores provide a valuable record of historical contamination, but so far, new anal. techniques such as high-resolution mass spectrometry (HRMS) have not yet been applied to extend target screening to the detection of unknown contaminants for this complex matrix. A combination of target, suspect, and nontarget screening using liquid chromatog. (LC)-HRMS/MS was performed on extracts from sediment cores obtained from Lake Greifensee and Lake Lugano located in the north and south of Switzerland, resp. A suspect list was compiled from consumption data and refined using the expected method coverage and a combination of automated and manual filters on the resulting measured data. Nontarget identification efforts were focused on masses with Cl and Br isotope information available that exhibited mass defects outside the sample matrix, to reduce the effect of anal. interferences. In silico methods combining the software MOLGEN-MS/MS and MetFrag were used for direct elucidation, with addnl. consideration of retention time/partitioning information and the number of references for a given substance. The combination of all available information resulted in the successful identification of 3 suspect (chlorophene, flufenamic acid, lufenuron) and 2 nontarget compounds (hexachlorophene, flucofuron), confirmed with reference standards, as well as the tentative identification of 2 chlorophene congeners (dichlorophene, bromochlorophene) that exhibited similar time trends through the sediment cores. This study demonstrates that complementary application of target, suspect, and nontarget screening can deliver valuable information despite the matrix complexity and provide records of historical contamination in 2 Swiss lakes with previously unreported compounds

Analytical and Bioanalytical Chemistry published new progress about Amine oxides, C10-16-alkyldimethyl Role: POL (Pollutant), OCCU (Occurrence). 117-96-4 belongs to class isoquinoline, name is Diatrizoic Acid, and the molecular formula is C11H9I3N2O4, COA of Formula: C11H9I3N2O4.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Richards, Kenza published the artcileEco-Friendly Methodology for the Formation of Aromatic Carbon-Heteroatom Bonds by Using Green Ionic Liquids, HPLC of Formula: 151-10-0, the main research area is haloarene green preparation melted ferric chloride ionic liquid; DFT-HF calculation; aromatic electrophilic substitution; ionic liquids; mixed melted salts; sustainable chemistry.

A new sustainable method is reported for the formation of aromatic carbon-heteroatom bonds under solvent-free and mild conditions (no co-oxidant, no strong acid and no toxic reagents) by using a new type of green ionic liquid The bromination of methoxy arenes was chosen as a model reaction. The reaction methodol. is based on only using natural sodium bromine, which is transformed into an electrophilic brominating reagent within an ionic liquid, easily prepared from the melted salt FeCl3 hexahydrate. Bromination reactions with this in-situ-generated reagent gave good yields and excellent regioselectivity under simple and environmentally friendly conditions. To understand the unusual bromine polarity reversal of sodium bromine without any strong oxidant, the mol. structure of the reaction medium was characterized by Raman and direct infusion electrospray ionization mass spectroscopy (ESI-MS). An extensive computational investigation using d. functional theory methods was performed to describe a mechanism that suggests indirect oxidation of Br- through new iron adducts. The versatility of the methodol. was successively applied to nitration and thiocyanation of methoxy arenes using KNO3 and KSCN in melted hexahydrated FeCl3.

Chemistry – A European Journal published new progress about Alkyl aryl ethers, aryl Me Role: RCT (Reactant), RACT (Reactant or Reagent). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, HPLC of Formula: 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Yang, Zongfan published the artcileMetallosalphen-Based 2D Covalent Organic Frameworks with an Unprecedented tju Topology via K-Shaped Two-in-One Monomers, Product Details of C8H10O2, the main research area is preparation transition metal salphen covalent organic framework topol condensation; transition metal salphen COF photocatalytic bromination methyl phenyl ether.

Increasing research interest was raised in two-dimensional covalent organic frameworks (2-dimensional COFs) probably due to their intriguing structural features and versatile functions. However, due to the relatively limited configuration of precursors, the documented 2-dimensional COFs to date were limited to only nine topologies which greatly restricts their development. Herein, the authors newly designed and synthesized three K-shaped two-in-one building units (Ni-Salphen, Cu-Salphen, and Zn-Salphen), which not only feature a special configuration distinguished from the reported monomers but also integrate metallosalphen functional moieties. Self-polycondensation of these K-shaped monomers facilely afforded three new metallosalphen-based COFs (Ni-Salphen-COF, Cu-Salphen-COF, and Zn-Salphen-COF) with an unprecedented tju topol. (tju = Tianjin University) that does not exist in the database of ToposPro. Regarding to the densely and uniformly distributed metallosalphens in the skeletons, the photocatalytic bromination performance of the three COFs were further investigated. Among them, Ni-Salphen-COF exhibited the highest performance on both conversion efficiency (>99%) and selectivity (>90%).

Chemistry of Materials published new progress about Alkyl aryl ethers, aryl Me Role: RCT (Reactant), RACT (Reactant or Reagent). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Product Details of C8H10O2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Wang, Liang published the artcileTandem trifluoromethylthiolation and cyclization of N-aryl-3-butenamides with AgSCF3: divergent access to CF3S-substituted 3,4-dihydroquinolin-2-ones and azaspiro[4,5]dienones, Quality Control of 5961-59-1, the main research area is quinolinone dihydro preparation; spiro cyclohexadienone pyrrolidinone preparation; butenamide aryl divergent trifluoromethylthiolation cyclization silver trifluoromethanethiolate.

An AgSCF3-mediated tandem trifluoromethylthiolation and cyclization of N-aryl-3-butenamides I (R1 = H, 2-F, 4-F3C, 3-Cl, 3,4-benzo, etc.; R2 = Me, PhCH2) has been developed. It showed divergent reactivities and enabled the selective syntheses of CF3S-substituted 3,4-dihydroquinolin-2-ones II and azaspiro[4,5]dienones III. The selectivity was achieved through different cyclization pathways of a CF3S-substituted alkyl radical intermediate. This method provides a useful tool for the synthesis of CF3S-substituted N-heterocyclic compounds

Organic Chemistry Frontiers published new progress about Alkadienones Role: SPN (Synthetic Preparation), PREP (Preparation) (cyclic). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Quality Control of 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Murakami, Hiroki published the artcileNovel Aza-Michael Addition-Asymmetric Protonation to α,β-Unsaturated Carboxylic Acids with Chiral Thiourea-Boronic Acid Hybrid Catalysts, Synthetic Route of 104-01-8, the main research area is propenoic acid hydroxylamine chiral thiourea tandem aza Michael protonation; hydroxyamino propanoic acid preparation enantioselective.

In this study, an efficient method was developed for controlling carbonyl α-chirality with functionalizing β-position by the conjugate addition-asym. protonation (CAAP) of α,β-unsaturated carboxylic acids using chiral thiourea-amino boronic acid hybrid catalysts. In addition, the method was applied to the asym. synthesis of biol. active compounds

Asian Journal of Organic Chemistry published new progress about Aliphatic amino acids Role: SPN (Synthetic Preparation), PREP (Preparation). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Synthetic Route of 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Bubyrev, Andrey published the artcileMetal-free synthesis of 1,5-disubstituted 1,2,3-triazoles, Computed Properties of 86-51-1, the main research area is triazole preparation; diazomethane sulfonamide primary aliphatic amine aryl aldehyde three component.

A three-component synthesis of 1,5-disubstituted 1,2,3-triazoles from α-acetyl-α-diazomethane sulfonamides, primary aliphatic amines and aromatic aldehydes is presented. The 1,2,3-triazoles can be accessed in two alternative variants, depending on the substitutions in the sulfonamide portion of the diazo reagent. In one variant, intermediate 1,2,3-triazoline-4-sulfonamides are isolated chromatog. and then subjected to thermally promoted aromatization with elimination of sulfur(IV) oxide and amine. In the other variant, both chem. transformations take place in a single step conducted at room temperature

Journal of Organic Chemistry published new progress about Aliphatic amines Role: RCT (Reactant), RACT (Reactant or Reagent) (primary). 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Computed Properties of 86-51-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Duan, Ya-Nan published the artcileHomogeneous hydrogenation with a cobalt/tetraphosphine catalyst: a superior hydride donor for polar double bonds and N-heteroarenes, Name: 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, the main research area is alc amine preparation chemoselective; aldehyde ketone imine heteroarene hydrogenation cobalt tetraphosphine catalyst.

The development of catalysts based on earth abundant metals in place of noble metals is becoming a central topic of catalysis. Herein, a cobalt/tetraphosphine complex catalyzed homogeneous hydrogenation of polar unsaturated compounds using an air- and moisture-stable and scalable precatalyst is reported. By activation with potassium hydroxide, this cobalt system shows both high efficiency (up to 24000 TON and 12000 h-1 TOF) and excellent chemoselectivities with various aldehydes, ketones, imines and even N-heteroarenes. The preference for 1,2-reduction over 1,4-reduction makes this method an efficient way to prepare allylic alcs. and amines. Meanwhile, efficient hydrogenation of the challenging N-heteroarenes is also furnished with excellent functional group tolerance. Mechanistic studies and control experiments demonstrated that a CoIH complex functions as strong hydride donor in the catalytic cycle. Each cobalt intermediate on the catalytic cycle was characterized and a plausible outer-sphere mechanism was proposed. Noteworthy, external inorganic base plays multiple roles in this reaction and functions in almost every step of the catalytic cycle.

Journal of the American Chemical Society published new progress about Alcohols, unsaturated Role: SPN (Synthetic Preparation), PREP (Preparation). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Name: 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Song, Changhua published the artcileRegio- and Enantioselective Decarboxylative Allylic Benzylation Enabled by Dual Palladium/Photoredox Catalysis, Related Products of isoquinoline, the main research area is chiral homoallylic alc preparation regioselective enantioselective; allylic acetate phenylacetic acid vinylepoxide decarboxylative benzylation photoredox palladium.

A decarboxylative allylic benzylation cocatalyzed by Pd/photoredox in a regio- and enantioselective manner has been achieved. Readily available aryl acetic acids are used as benzylic nucleophile equivalent without preactivation. This mild and atom economic protocol expands the scope of coupling partners of allylic electrophiles. Vinyl epoxides could also go through this transformation smoothly, affording various chiral homoallylic alcs. bearing all-carbon quaternary stereocenters.

ACS Catalysis published new progress about Alcohols, homoallylic Role: SPN (Synthetic Preparation), PREP (Preparation). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem