Day: November 16, 2022

Zhao, Mingsheng published the artcileSynthesis, characterization, and DRAK2 inhibitory activities of hydroxyaurone derivatives, Safety of 2,3-Dimethoxybenzaldehyde, the main research area is hydroxyaurone preparation DRAK2 inhibitor SAR.

Authors reported the synthesis of 25 derivatives of hydroxyaurone which were characterized by 1H NMR, 13C NMR, high resolution mass spectrum, and single crystal X-ray diffraction anal. Their activities on the death-associated protein kinase-related apoptosis-inducing kinase-2 (DRAK2) were evaluated by kinase detection kit at a dosage of 5μM. Most of the synthetic hydroxyaurones exhibited moderate to good inhibitory activities. The IC50 value ranged from 0.81 to 2.42μM when the structure of aurone’s B ring was kept unchanged and its A ring was substituted by hydroxyl groups. On the contrary, modification of the aurone’s B-ring with hydroxyl groups lead to the IC50 value ranging from 1.15 to 17.5μM. This indicates presence of hydroxyl group of the B ring is crucial for aurone’s DRAK2 kinase inhibitors. Therefore, hydroxyaurone may serve as a new possible lead compound for the discovery of DRAK2. Further pharmacol. investigations are underway and will be reported in due course.

Heterocycles published new progress about Acetophenones Role: RCT (Reactant), RACT (Reactant or Reagent). 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Safety of 2,3-Dimethoxybenzaldehyde.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Doan, Son H. published the artcileA New Synthetic Pathway to Triphenylpyridines via Cascade Reactions Utilizing a New Iron-Organic Framework as a Recyclable Heterogeneous Catalyst, SDS of cas: 104-01-8, the main research area is benzenetricarboxylic acid biphenyldicarboxylic iron complex preparation thermal stability crystallinity; phenylacetic acid acetophenone ammonium acetate iron tandem aldol cyclocondensation; triphenyl pyridine preparation.

A new iron-organic framework, VNU-22 ̅{[Fe3(BTC)(BPDC)2].11.97H2O}, constructed from BTC3-, BPDC2-pillars and infinite [Fe3(CO2)7]∞rod SBU, was obtained. The VNU-22 was utilized as a heterogeneous catalyst in the synthesis of 2,4,6-triphenylpyridines via cascade reactions from acetophenones and phenylacetic acids with ammonium acetate as a nitrogen source. The VNU-22 was more active in the cascade reactions than many homogeneous and heterogeneous catalysts. The framework catalyst was recovered and reutilized without an appreciable decline in its performance. To our best knowledge, this synthetic pathway to 2,4,6-triphenylpyridines was not previously reported and would attract interests from the chem. industry.

European Journal of Organic Chemistry published new progress about Acetophenones 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, SDS of cas: 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Liu, Xiong published the artcileFullerotetrahydroquinolines: TfOH/TsOH · H2O-Mediated One-Pot Two-Step Synthesis and N-Alkylation/Acylation/Carboamidation Reaction, Synthetic Route of 5961-59-1, the main research area is fullerene amine paraformaldehyde alkylation acylation carboamidation toluenesulfonic trifluoromethanesulfonic acid; fullerotetrahydroquinoline one pot preparation.

A series of N-unsubstituted/substituted fullerotetrahydroquinolines without a directly attached nitrogen atom were synthesized in moderate to good yields via a one-pot two-step reaction of [60]fullerene with arylamines and paraformaldehyde in the presence of trifluoromethanesulfonic acid and p-toluenesulfonic acid monohydrate. Aromatic primary amines produce N-unsubstituted fullereotetrahydroquinolines, while aromatic secondary amines give N-substituted fullereotetrahydroquinoline derivatives As precursors, N-unsubstituted fullerotetrahydroquinolines could be further derivatized by the N-alkylation/acylation/carboamidation reactions to produce a large variety of N-substituted fullerotetrahydroquinolines containing Cl, NO2, C(O), and C(O)NH functional groups, which may have applications in the field of perovskite-based solar cells. Plausible reaction pathways for the formation of N-unsubstituted/substituted fullerotetrahydroquinolines were suggested to elucidate the above-mentioned reaction process.

Advanced Synthesis & Catalysis published new progress about Acetophenones Role: RCT (Reactant), RACT (Reactant or Reagent). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Synthetic Route of 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Barysevich, Maryia V. published the artcilePalladium-Catalyzed 2-(Neopentylsulfinyl)aniline Directed C-H Acetoxylation and Alkenylation of Arylacetamides, Formula: C9H10O3, the main research area is aryl acetamide regioselective acetoxylation diacetoxyiodobenzene palladium catalyst; acetoxy arylacetamide preparation; cyclopropanol stereoselective regioselective alkenylation arylacetamide palladium catalyst; alkenyl arylacetamide preparation.

The 2-(neopentylsulfinyl)aniline directing group that promotes rapid palladium-catalyzed C-H acetoxylation and alkenylation of arylacetamides has been developed. The acetoxylation reached completion within only 40 min at 100°C and led to the bis-functionalized products. Alternatively, the reaction can be carried out at room temperature, which is beneficial for sensitive substrates. For the alkenylation, a protocol has been developed where easily available 1-substituted cyclopropanols were employed as equivalent of vinyl ketones.

European Journal of Organic Chemistry published new progress about Acetates Role: SPN (Synthetic Preparation), PREP (Preparation). 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

Jones, Roderick C. published the artcileControlling reactivity in the Fujiwara-Moritani reaction: Examining solvent effects and the addition of 1,3-dicarbonyl ligands on the oxidative coupling of electron rich arenes and acrylates, Computed Properties of 151-10-0, the main research area is Fujiwara Moritani dicarbonyl ligand oxidative coupling arene acrylate solvent.

A palladium-catalyzed direct alkenylation of electron rich arenes in the presence of K2S2O8 with an acetic acid/1,4-dioxane solvent combination was developed. The 1,4-dioxane co-solvent dramatically influences the rate of reaction, giving selectively disubstituted alkenes, while the addition of acetylacetone ligands increases site selectivity for the alkenylation of monofunctionalized arenes. The participation of these carbonyl ligands was confirmed by ESI-MS studies, with some key in situ intermediates in the catalytic cycle identified. A variety of electron rich arenes and olefinic substrates can be used in the direct oxidative coupling to give disubstituted alkenes in moderate to good yields.

Tetrahedron Letters published new progress about 1,3-Dicarbonyl compounds Role: CAT (Catalyst Use), USES (Uses). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Computed Properties of 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Kasama, Kengo published the artcileEnantiodivergent Synthesis of Axially Chiral Biphenyls from σ-Symmetric 1,1′-Biphenyl-2,6-diol Derivatives by Single Lipase-Catalyzed Acylative and Hydrolytic Desymmetrization, Quality Control of 151-10-0, the main research area is axially chiral biphenyl enantiodivergent preparation biphenyldiol lipase catalyst desymmetrization.

The enzymic acylative desymmetrization of σ-sym. 2′-halo-1,1′-biphenyl-2,6-diols was achieved for the first time using com. available Burkholderia cepacia lipase immobilized on diatomaceous earth to give (S)-mono esters. The hydrolytic desymmetrization of the corresponding diacetates was also achieved using the same lipase to give (R)-mono esters. The authors’ results, therefore, demonstrate that a single lipase can conduct the enantiodivergent synthesis of axially chiral biphenyl compounds in high chem. and optical yields.

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

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Jing, Ke published the artcileVisible-light photoredox-catalyzed carboxylation of benzyl halides with CO2: Mild and transition-metal-free, COA of Formula: C9H10O3, the main research area is aryl acetic acid preparation visible light; benzyl chloride bromide carbon dioxide carboxylation photoredox catalyst.

The visible-light photoredox-catalyzed carboxylation of benzyl chlorides and bromides with CO2 has been reported. With inexpensive organic dyes as photocatalysts and amines as electron donors, this carboxylation proceeds well in the absence of sensitive organometallic reagents, transition metal catalysts, or metallic reductants. A wide range of com. available and inexpensive benzyl halides undergo such carboxylation to give valuable aryl acetic acids, including several pharmaceutical mols. and drug precursors, in moderate to high yields. Moreover, this reaction features mild reaction conditions (one atm. pressure of CO2 and room temperature), broad substrate scope, good functional group tolerance, easy scalability, and low catalyst loading, thus providing an efficient approach for the assembly of aryl acetic acids.

Chinese Journal of Catalysis published new progress about Benzyl halides 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, COA of Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Bryant, Dillon J. published the artcileSynthesis and Study of a Dialkylbiaryl Phosphine Ligand; Lessons for Rational Ligand Design, SDS of cas: 151-10-0, the main research area is methylphosphinedimethoxybiphenyl ligand preparation catalyst palladium cross coupling aryl chloride; crystal structure methylphosphinedimethoxybiphenyl ligand palladium complex; mol structure methylphosphinedimethoxybiphenyl ligand palladium complex.

The rational design and synthesis of a novel dialkylbiarylphosphine ligand, 2′-(dimethylphosphine)-2,6-dimethoxy-1,1′-biphenyl (MeSPhos), for Pd-catalyzed C-N cross-coupling reactions is described. Based on previous results, it was hypothesized that a ligand with electronic properties similar to (2-biphenyl)dimethylphosphine (MeJPhos) but with greater steric bulk would allow the cross-coupling of previously inaccessible deactivated aryl chlorides. As predicted, MeSPhos exhibited similar electronic properties to MeJPhos. However, MeSPhos surprisingly showed a significantly smaller steric profile than MeJPhos. In comparison to the widely used CySPhos (2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl), MeSPhos promoted the oxidative addition of highly deactivated aryl chlorides for which CySPhos was ineffective, but significantly decreased the rate of reductive elimination. The kinetics of cross-coupling reactions showed that the altered steric and electronic parameters of MeSPhos had a significant impact on the rate of cross-coupling, and the decreased steric bulk had a profound deleterious impact on the catalyst stability. With regard to this latter point, only the most activated aryl chlorides reacted at a sufficient rate to overcome the rate of catalyst decomposition The relation between the electron-donating ability of the phosphine ligand and the rate of oxidative addition is complex, and they also illustrate that increasing substitution on the biphenyl structure does not necessarily increase the steric bulk of the ligand.

Organometallics published new progress about Aryl chlorides 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, SDS of cas: 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Khosravi, Zeynab published the artcileFe3O4@SiO2@sulfated boric acid as superparamagnetic and recyclable nanocatalyst-assisted, one-pot, pseudo four-component synthesis of 5-amino-2-aryl-3H-chromeno[4,3,2-de][1,6]naphthyridine-4-carbonitrile derivatives, Related Products of isoquinoline, the main research area is magnetite silica boric acid sulfated chromeno naphthyridine recyclability stability.

The catalytic performance of the superparamagnetic nanocatalyst Fe3O4@SiO2@Sulfated boric acid as a green, recyclable, and acidic solid catalyst in the synthesis of chromeno[4,3,2-de][1,6]naphthyridine derivatives has been studied. Chromeno[4,3,2-de][1,6]naphthyridine derivatives via a pseudo four-component reaction from aromatic aldehydes (1 mmol), malononitrile (2 mmol), and 2′-hydroxyacetophenone in the presence of Fe3O4@SiO2@Sulfated boric acid (0.004 g) as a nanocatalyst in 3 mL of water as a green solvent at 80°C has been synthesized. The advantages of this method are higher product yields in shorter reaction times, easy recyclability and reusability of the catalyst, and easy work-up procedures. The nanocatalyst was reused at least six times. The nanocatalyst retained its stability in the reaction, and after reusability, it was separated easily from the reaction by an external magnet.

Journal of the Chinese Chemical Society (Weinheim, Germany) published new progress about Aryl aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Wang, Jing published the artcileMicrowave-assisted multicomponent reaction: An efficient synthesis of indolyl substituted and spiroxindole pyrido[2,3-d]pyrimidine derivatives, SDS of cas: 86-51-1, the main research area is indolyl spiroxindole pyridopyrimidine preparation microwave irradiation; diaminopyrimidinone aryl aldehyde isatin cyanoacetyl indole three component reaction; tandem Knoevenagel condensation Michael addition.

An efficient and catalyst-free protocol for the synthesis of a series of indole substituted I (R = H, Me; R1 = H, 7-Me; Ar = Ph, 4-FC6H4, 2-thienyl, etc.) or spiroxindole-consisted dihydropyrido[2,3-d]pyrimidine derivatives II (R = H, Me; R1 = H, 7-Me; R2 = H, 5-Me, 5-F, 5-Br) by one-pot three-component reaction of 2,6-diaminopyrimidin-4-one, various aryl aldehydes or isatins, and 3-cyanoacetyl indoles under microwave irradiation was investigated. The advantages of this methodol. include high yields of products, short reaction time, easy work-up procedure and broad substrate scope.

Synthetic Communications published new progress about Aryl aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, SDS of cas: 86-51-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem