Hilpert, Lukas J.’s team published research in Angewandte Chemie, International Edition in 2019 | CAS: 104-01-8

Angewandte Chemie, International Edition published new progress about Addition reaction catalysts, stereoselective. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Category: isoquinoline.

Hilpert, Lukas J. published the artcileRhodium-Catalyzed Parallel Kinetic Resolution of Racemic Internal Allenes Towards Enantiopure Allylic 1,3-Diketones, Category: isoquinoline, the main research area is allene diketone parallel kinetic resolution rhodium enantioselective addition catalyst; allylic diketone enantiopure stereoselective preparation; 1,3-diketones; allenes; asymmetric catalysis; parallel kinetic resolution; rhodium.

A rare case of a parallel kinetic resolution of racemic 1,3-disubstituted allenes by means of a rhodium-catalyzed addition to 1,3-diketones furnishing enantiopure allylic 1,3-diketones is described. Mechanistic experiments demonstrate that the different allene enantiomers react in parallel to either the diastereomeric E- or Z-allylic 1,3-diketones with the same absolute configuration of the newly formed stereogenic center. A broad substrate scope demonstrates the synthetic utility of this new method.

Angewandte Chemie, International Edition published new progress about Addition reaction catalysts, stereoselective. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Hu, Jiang-Lin’s team published research in ACS Catalysis in 2021-10-01 | CAS: 104-01-8

ACS Catalysis published new progress about Addition reaction catalysts, stereoselective. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Category: isoquinoline.

Hu, Jiang-Lin published the artcileRuthenium-Catalyzed Enantioselective Addition of Carboxylic Acids to Allenes, Category: isoquinoline, the main research area is branched allylic ester enantioselective regioselective preparation; allene carboxylic acid addition ruthenium catalyst.

A ruthenium-catalyzed synthetic method for branched allylic esters I [R1 = TBSO(CH2)2, cyclopentyl, Ph(CH2)2, etc.; R2 = i-Pr, 2-thienyl, Ph, etc.] via addition of carboxylic acids to allenes was reported. Ligands were designed and prepared based on Josiphos skeleton, with which reaction achieved up to 95% yield and up to >99% enantiomeric excess. A deuterium labeling experiment was performed and a plausible mechanism was proposed. Enantiopure lactones of five- and six-membered ring were synthesized via a RCM reaction of branched allylic ester product.

ACS Catalysis published new progress about Addition reaction catalysts, stereoselective. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Jiang, Yuqi’s team published research in Journal of Medicinal Chemistry in 2019-11-14 | CAS: 104-01-8

Journal of Medicinal Chemistry published new progress about Central nervous system agents (potential as). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Formula: C9H10O3.

Jiang, Yuqi published the artcileDiscovery of Second-Generation NLRP3 Inflammasome Inhibitors: Design, Synthesis, and Biological Characterization, Formula: C9H10O3, the main research area is preparation NLRP3 inflammasome inhibitor.

NLRP3 inflammasomes have recently emerged as an attractive drug target for neurodegenerative disorders. In our continuing studies, a new chem. scaffold was designed as selective inhibitors of NLRP3 inflammasomes. Initial characterization of the lead HL16 demonstrated improved, however, nonselective inhibition on the NLRP3 inflammasome. Structure-activity relationship studies of HL16 identified a new lead, 17 (YQ128), with an IC50 of 0.30 ± 0.01μM. Further studies from in vitro and in vivo models confirmed its selective inhibition on the NLRP3 inflammasome and its brain penetration. Furthermore, pharmacokinetic studies in rats at 20 mg/kg indicated extensive systemic clearance and tissue distribution, leading to a half-life of 6.6 h. However, the oral bioavailability is estimated to be only 10%, which may reflect limited GI permeability and possibly high first-pass effects. Collectively, these findings strongly encourage development of more potent analogs with improved pharmacokinetic properties from this new chem. scaffold.

Journal of Medicinal Chemistry published new progress about Central nervous system agents (potential as). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Kim, Byungjun’s team published research in Journal of the American Chemical Society in 2021-01-13 | CAS: 104-01-8

Journal of the American Chemical Society published new progress about Michael reaction catalysts, stereoselective. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Category: isoquinoline.

Kim, Byungjun published the artcileStereodivergent Carbon-Carbon Bond Formation between Iminium and Enolate Intermediates by Synergistic Organocatalysis, Category: isoquinoline, the main research area is iminium enolate Michael addition.

Herein a stereodivergent method for the Michael addition of aryl acetic acid esters to α,β-unsaturated aldehydes catalyzed by a combination of a chiral pyrrolidine and a chiral Lewis base has been reported. This reaction proceeds through a synergistic catalytic cycle which consists of one cycle leading to a chiral iminium electrophile and a second cycle generating a nucleophilic chiral enolate for the construction of a carbon-carbon bond. By varying the combinations of catalyst enantiomers, all four stereoisomers of the products with two vicinal stereocenters are accessible with high enantio- and diastereoselectivity. The products of the Michael addition, 1,5-aldehyde esters, can be readily transformed into a variety of other valuable enantioenriched structures, including those bearing three contiguous stereocenters in an acyclic system, thus providing an efficient route to an array of structural and stereochem. diversity.

Journal of the American Chemical Society published new progress about Michael reaction catalysts, stereoselective. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Zhang, Yu-Lan’s team published research in Organic Letters in 2020-10-02 | CAS: 104-01-8

Organic Letters published new progress about Alkenylation catalysts, stereoselective (photochem.). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Application In Synthesis of 104-01-8.

Zhang, Yu-Lan published the artcileVinyl Sulfonium Salts as the Radical Acceptor for Metal-Free Decarboxylative Alkenylation, Application In Synthesis of 104-01-8, the main research area is vinyl sulfonium salt radical acceptor decarboxylative alkenylation.

Vinyl sulfonium salts typically act as an electrophilic Michael acceptor, thus initiating many tandem cyclization reactions. Herein, we disclosed the novel reactivity of vinyl sulfonium salts as a radical acceptor. Using redox-active ester as an alkyl radical precursor, metal-free decarboxylative alkenylation with vinyl sulfonium salts was realized using eosin Y as a photocatalyst. This process features a broad substrate scope and tolerates a broad range of primary, secondary, tertiary carboxylic acids.

Organic Letters published new progress about Alkenylation catalysts, stereoselective (photochem.). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Application In Synthesis of 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Jiao, Ke-Jin’s team published research in Organic Chemistry Frontiers in 2021 | CAS: 104-01-8

Organic Chemistry Frontiers published new progress about Acylation catalysts (regioselective, electrochem.). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Recommanded Product: 4-Methoxyphenylacetic acid.

Jiao, Ke-Jin published the artcileNickel-catalyzed electrochemical reductive relay cross-coupling of alkyl halides with alkyl carboxylic acids, Recommanded Product: 4-Methoxyphenylacetic acid, the main research area is alkyl acid bromoalkane nickel regioselective electrochem reductive cross coupling; dialkyl ketone preparation.

A highly regioselective Ni-catalyzed electrochem. (undivided cell) reductive relay cross-coupling between alkyl carboxylic acids and alkyl bromides was developed. This strategy allowed the direct acylation of benzylic C(sp3)-H bonds in good yields from com. available alkyl carboxylic acids, thus provided an alternative strategy for the synthesis of dialkyl ketones. Various functional groups were tolerated under mild reaction conditions.

Organic Chemistry Frontiers published new progress about Acylation catalysts (regioselective, electrochem.). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Recommanded Product: 4-Methoxyphenylacetic acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Barrios Antunez, Diego-Javier’s team published research in Chemical Science in 2019 | CAS: 104-01-8

Chemical Science published new progress about [2+2] Cycloaddition reaction, stereoselective. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Synthetic Route of 104-01-8.

Barrios Antunez, Diego-Javier published the artcileCatalytic enantioselective synthesis of perfluoroalkyl-substituted β-lactones via a concerted asynchronous [2+2]-cycloaddition: a synthetic and computational study, Synthetic Route of 104-01-8, the main research area is perfluoroalkyl beta lactone preparation stereoselective; sym anhydride perfluoroalkylketone asynchronous cycloaddition isothiourea catalyst.

The enantioselective preparation of a range of perfluoroalkyl-substituted β-lactones through an isothiourea (HyperBTM) catalyzed reaction using sym. anhydrides as ammonium enolate precursors and perfluoroalkylketones (RF = CF3, C2F5, C4F9) is reported. Following optimization, high diastereo- and enantioselectivity was observed for β-lactone formation using C2F5- and C4F9-substituted ketones at room temperature (26 examples, up to >95:5 dr and >99:1 er), while -78° was necessary for optimal dr and er with CF3-substituted ketones (11 examples, up to >95:5 dr and >99:1 er). Derivatisation of the β-lactones through ring-opening, as well as a two-step conversion to give perfluoroalkyl-substituted oxetanes, is demonstrated without loss of stereochem. integrity. D. functional theory computations, alongside 13C natural abundance KIE studies, have been used to probe the reaction mechanism with a concerted asynchronous [2+2]-cycloaddition pathway favored over a stepwise aldol-lactonization process.

Chemical Science published new progress about [2+2] Cycloaddition reaction, stereoselective. 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

 

Jin, Jing-Hai’s team published research in Advanced Synthesis & Catalysis in 2019 | CAS: 104-01-8

Advanced Synthesis & Catalysis published new progress about [2+2] Cycloaddition reaction, stereoselective. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Recommanded Product: 4-Methoxyphenylacetic acid.

Jin, Jing-Hai published the artcileAsymmetric Synthesis of Spirooxindole β-lactams via Isothiourea-catalyzed Mannich/lactamization Reaction of Aryl Acetic Acids with Isatin-derived Ketimines, Recommanded Product: 4-Methoxyphenylacetic acid, the main research area is homobenzotetramisole catalyzed Mannich lactamization cascade carboxylic acid isatin ketimine; spiro oxindole beta lactam asym synthesis.

An efficient [2+2] annulation strategy featuring homobenzotetramisole (HBTM)-catalyzed Mannich/lactamization cascade reaction of carboxylic acids with isatin-derived ketimines has been disclosed [e.g., phenylacetic acid + ketimine I â†?spirooxindole β-lactams II + III (96% overall, dr 88:12 resp., > 99% ee for II)]. This protocol affords a range of structurally diverse spirooxindole β-lactams bearing two vicinal stereogenic centers in good to high yields with good to excellent stereoselectivities.

Advanced Synthesis & Catalysis published new progress about [2+2] Cycloaddition reaction, stereoselective. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Recommanded Product: 4-Methoxyphenylacetic acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Emayavaramban, Balakumar’s team published research in ChemSusChem in 2019 | CAS: 104-01-8

ChemSusChem published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Computed Properties of 104-01-8.

Emayavaramban, Balakumar published the artcileCobalt-Catalyzed Reductive Alkylation of Amines with Carboxylic Acids, Computed Properties of 104-01-8, the main research area is cobalt catalyst reductive alkylation amine carboxylate; alkylation; amines; carboxylic acids; cobalt; reduction.

Direct reductive alkylation of amines with carboxylic acid was carried out by using an inexpensive, air-stable cobalt/triphos catalytic system with mol. hydrogen as the reductant. This efficient synthetic method proceeds through reduction and condensation, followed by reduction of the in situ-generated imine into the amine in a green catalytic process.

ChemSusChem published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Computed Properties of 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Li, Yong’s team published research in Beilstein Journal of Organic Chemistry in 2020 | CAS: 104-01-8

Beilstein Journal of Organic Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Recommanded Product: 4-Methoxyphenylacetic acid.

Li, Yong published the artcileMicrowave-assisted efficient and facile synthesis of tetramic acid derivatives via a one-pot post-Ugi cascade reaction, Recommanded Product: 4-Methoxyphenylacetic acid, the main research area is tetramic acid derivative preparation microwave irradiation; ethyl glyoxylate amine acid isonitrile tandem Ugi Dieckmann cyclization; Dieckmann cyclization; Ugi reaction; multicomponent reactions; nitrogen heterocycles; one-pot reaction.

A facile microwave-assisted method for the synthesis of tetramic acid derivatives I (R1 = Ph, Bn, 4-MeOC6H4, etc.; R2 = 3-F, 4-NO2, 3,4-(OMe)2, etc.; R3 = Ph, Bn, c-hexyl, 2,6-(Me)2C6H3) has been developed through an Ugi/Dieckmann cyclization strategy with DBU. This two-step one-pot procedure afforded the targeted tetramic acid analogs in good yields. With com. available Ugi starting materials, microwave irradiation, a simple operation, excellent yields, and a broad scope, this reaction has the potential to produce a large number of tetramic acid analogs, which cannot be easily accessed by the classic synthetic methods.

Beilstein Journal of Organic Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Recommanded Product: 4-Methoxyphenylacetic acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem