Category: isoquinoline

Hamilton, Joseph Z. published the artcileHydroxylamine catalyzed Nazarov cyclizations of divinyl ketones, Computed Properties of 21834-92-4, the main research area is divinyl ketone Nazarov cyclization hydroxylamine catalyst.

The first examples of iminium catalyzed Nazarov cyclizations of divinyl ketones are presented. Experiments describing hydroxylamine catalysis of the cyclization of eight α-alkoxy divinyl ketones (60-79% yield) and one unactivated divinyl ketone (38% yield) are reported. Ph substitution at the β-position of the divinyl ketone inhibits cyclization, whereas β-alkyl substituted α-alkoxy divinyl ketones readily cyclize.

Tetrahedron Letters published new progress about Divinyl ketones Role: RCT (Reactant), RACT (Reactant or Reagent). 21834-92-4 belongs to class isoquinoline, name is 5-Methyl-2-phenylhex-2-enal, and the molecular formula is C13H16O, Computed Properties of 21834-92-4.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Li, Xiao-Ya published the artcileDesign of Lewis base functionalized ionic liquids for the N-formylation of amines with CO2 and hydrosilane: The cation effects, Synthetic Route of 5961-59-1, the main research area is recyclable ionic liquid preparation; amine carbon dioxide hydrosilane ionic liquid formylation green chem; formamide preparation.

A series of functionalized ionic liquids (ILs) were developed for the reductive functionalization of CO2 with amine and hydrosilane to afford formamides under mild conditions. It was found that 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)-based IL i.e. [DBUC12]Br showed high efficiency for the N-formylation reaction of amines without using any organic solvents or additives. Furthermore, control experiments suggested the cations with active hydrogen may weaken the nucleophilicity of anions through ion pairing interactions, thereby affecting the activation of hydrosilane. The reaction mechanism was then investigated by D. Functional Theory (DFT) calculations This protocol represented a highly efficient and environmentally friendly example for catalytic conversion of CO2 into value-added chems. such as formamide derivatives by employing DBU functionalized ILs.

Catalysis Today published new progress about Formamides Role: SPN (Synthetic Preparation), PREP (Preparation). 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

Shen, Jia-Huan published the artcileSynergistic Copper and Chiral Lewis Base Catalysis for the Asymmetric Synthesis of Pyrrolo[1,2-a]indoles, Formula: C9H10O3, the main research area is synergism copper Lewis base catalyst decarboxylative cycloaddition; pyrroloindole enantioselective diastereoselective preparation; ethynyl indoloxazolidone carboxylic acid decarboxylative cycloaddition copper Lewis base.

The first asym. decarboxylative [3+2]-cycloaddition of ethynyl indoloxazolidones I (R1 = H, 6-Cl, 7-MeO, 9-Me, etc.) with carboxylic acids R2CH2CO2H (R2 = Ph, 4-FC6H4, 3-thienyl, 2-naphthyl, etc.) has been developed under synergistic catalysis of copper and chiral Lewis base. This protocol provides a direct and modular approach to biol. important pyrrolo[1,2-a]indoles II bearing two vicinal stereogenic centers with excellent diastereo- and enantioselectivities (up to >20:1 dr and >99% ee). In addition, utility of this methodol. was demonstrated by a scaled-up reaction and several synthetic transformations of the cycloadduct.

Chinese Journal of Chemistry published new progress about [3+2] Cycloaddition reaction, stereoselective (decarboxylative). 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

He, Xinxin published the artcileBis-selenonium Cations as Bidentate Chalcogen Bond Donors in Catalysis, SDS of cas: 151-10-0, the main research area is bis selenium cation catalyst preparation Lewis acid; imine diene selenium catalyst aza Diels Alder reaction; dienophile diene selenium catalyst Diels Alder reaction; arene selenium catalyst bromination.

Hydrolytically stable bidentate Lewis acid catalysts derived from selenonium dicationic centers were developed. The bis-selenonium catalysts were employed in the activation of imine and carbonyl groups in various transformations with good yields and selectivity. Lewis acidity of the bis-selenonium salts was found to be stronger than that of the monoselenonium systems, attributed to the synergistic effect of the two cationic selenonium centers. In addition, the bis-selenonium catalysts were not inhibited by strong bases or moisture.

ACS Catalysis published new progress about 1,3-Alkadienes 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

Kang, Zhenghui published the artcilePrivilege-Structure-Oriented Three-Component Asymmetric Aminomethylation: Assembly of Chiral 3-Aminomethyl Indolones, Computed Properties of 151-10-0, the main research area is diazooxindole arene acetal dirhodium phosphoric acid chiral aminomethylation catalyst; indolone aminomethyl stereoselective preparation.

The asym. aminomethylation reaction of 3-diazooxindoles with electronic-rich arenes and N,O-acetals cooperatively catalyzed by achiral dirhodium complex and chiral phosphoric acid is reported. The reaction provides a novel method for the facile synthesis of chiral 3-aminomethyl oxindoles with an all-carbon quaternary center in good yields (82-98%) with high to excellent enantioselectivities (up to 97% ee). The transformation proceeds through a convergent addition of a reactive zwitterionic intermediate with a chiral methylene iminium generated in situ via asym. counteranion-directed catalysis (ACDC). This work represents the first asym. aminomethylation method of mixed 3,3′-bisindoles with structural diversity.

Organic Letters published new progress about Acetals Role: RCT (Reactant), RACT (Reactant or Reagent) (N,O-). 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

Chiasson, Audrey Isabel published the artcileNew zileuton-hydroxycinnamic acid hybrids: synthesis and structure-activity relationship towards 5-lipoxygenase inhibition, COA of Formula: C9H10O3, the main research area is benzothiophene hydroxycinnamic acid preparation SAR lipoxygenase inhibition mol docking; radical scavenging activity pharmacokinetic study; 5-Lipoxygenase inhibitors; anti-leukotrienes; hydroxyurea; inflammation; sinapic acid; zileuton.

A novel series of zileuton-hydroxycinnamic acid hybrids I (R1 = H, OH, OMe; n = 0, 1, 2, 3), II (R2 = C6H5, 4-OHC6H4, 2,6-(CH3)2C6H3, etc.) and III (R3 = H, OH, OMe; R4 = H, OH, OMe; R5 = H, OMe) were synthesized and screened as 5-lipoxygenase (5-LO) inhibitors in stimulated HEK293 cells and polymorphonuclear leukocytes (PMNL). Zileuton’s IV benzo[b]thiophene and hydroxyurea subunits combined with hydroxycinnamic acid esters’ ester linkage and phenolic acid moieties were investigated. Compound II (R2 = 3,5-(OMe)2-4-OHC6H2), bearing zileuton’s IV benzo[b]thiophene and sinapic acid phenethyl ester’s V α,α-unsaturated phenolic acid moiety II (R2 = 3,5-(OMe)2-4-OHC6H2), was shown to be equipotent to zileuton IV, the only clin. approved 5-LO inhibitor, in stimulated HEK293 cells. Compound II (R2 = 3,5-(OMe)2-4-OHC6H2) was three times as active as zileuton IV for the inhibition of 5-LO in PMNL. Compound III (R3 = OMe, R4 = OH, R5 = OMe), bearing the same sinapic acid (3,5-dimethoxy-4-hydroxy substitution) moiety as II (R2 = 3,5-(OMe)2-4-OHC6H2), combined with zileuton’s IV hydroxyurea subunit was inactive. This result shows that the zileuton’s IV benzo[b]thiophene moiety is essential for the inhibition of 5-LO product biosynthesis with hydrids. Unlike zileuton IV, compound II (R2 = 3,5-(OMe)2-4-OHC6H2) formed two π-π interactions with Phe177 and Phe421 as predicted when docked into 5-LO. Compound II (R2 = 3,5-(OMe)2-4-OHC6H2) was the only docked ligand that showed a π-π interaction with Phe177 which may play a part in product specificity as reported.

Molecules published new progress about Acid chlorides 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, COA of Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Chen, Jian-Qiang published the artcileEfficient access to aliphatic esters by photocatalyzed alkoxycarbonylation of alkenes with alkyloxalyl chlorides, Application of 4-Methoxy-N-methylaniline, the main research area is ester preparation; alkene alkyloxalyl chloride alkoxycarbonylation photocatalyst.

A strategy to access aliphatic esters RC(O)OR1 (R = 2-chloro-2-(4-methylphenyl)ethyl, 2-chloroheptyl, 2-chloro-2-cyclohexylethyl, 2-chloro-3-(2,3-dihydro-1H-indol-1-yl)-2-methyl-3-oxopropyl, etc.; R1 = Et, 1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl, 4-phenylbutyl, etc.) from olefins RH through a photocatalyzed alkoxycarbonylation reaction was reported. Alkyloxalyl chlorides R1C(O)2C(O)Cl, generated in situ from the corresponding alcs. R1OH and oxalyl chloride, are engaged as alkoxycarbonyl radical fragments under photoredox catalysis. This transformation tolerates a broad scope of electron-rich and electron-deficient olefins and provides the corresponding β-chloro esters in good yields. Addnl., a formal β-selective alkene alkoxycarbonylation is developed. Moreover, a variety of oxindole-3-acetates I (R2 = H, t-Bu, CN, me, etc.; R3 = Me, Bn; R4 = Me, Et, Bn, i-Pr), Et 2-(1-methyl-2-oxo-1,2,5,6-tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)acetate, Et 2-(7-methyl-6-oxo-1,2,3,4,6,7-hexahydroazepino[3,2,1-hi]indol-7-yl)acetate, Et 2-(1,3-dimethyl-2-oxo-2,3-dihydro-1H-benzo[g]indol-3-yl)acetate and furoindolines II are prepared in good to excellent yields. A more concise formal synthesis of (±)-physovenine is accomplished as well. With these strategies, a wide range of natural-product-derived olefins and alkyloxalyl chlorides are also successfully employed.

Nature Communications published new progress about Acid chlorides 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, Application of 4-Methoxy-N-methylaniline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Massouh, Joe published the artcileRhodium(III)-Catalyzed Aldehyde C-H Activation and Functionalization with Dioxazolones: An Entry to Imide Synthesis, Related Products of isoquinoline, the main research area is methylsulfanylbenzaldehyde dioxazolone rhodium catalyst C H activation amidation; methylsulfanyl benzamide preparation.

A rhodium(III)-based catalytic system was used to develop a C-H bond activation of benzaldehyde derivatives and subsequent functionalization with dioxazolones in order to afford imides. The importance of the nature of the directing group to perform selectively the aldehydic C-H bond activation was highlighted. The scope investigation showed that this transformation was applied to various dioxazolones and many benzaldehyde derivatives as well as an acrolein derivative Derivatization reactions of the imide products demonstrated the synthetic utility of this rhodium-catalyzed aldehydic C-H amidation.

Advanced Synthesis & Catalysis published new progress about Acid 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, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Soni, Vineet Kumar published the artcileReactivity Tuning for Radical-Radical Cross-Coupling via Selective Photocatalytic Energy Transfer: Access to Amine Building Blocks, Computed Properties of 104-01-8, the main research area is imine green preparation iridium photocatalyst; oxime ester decarboxylative radical cross coupling.

Reductive N-O bond cleavage has been widely explored for providing either N or O radical species for various coupling processes. Despite significant advances, this photoredox pathway is less appealing due to poor atom-economy, owing to the loss of one fragment during the transformation. In this regard, homolytic N-O bond cleavage by an energy transfer pathway to provide two key radicals would be highly desirable for overcoming the limitations with the use of one fragment. An exclusive energy transfer approach for the development of radical-radical C-N cross-coupling process by reactivity-tuning of the catalytic system is reported. The homolytic N-O bond cleavage of oxime esters in the presence of an Ir complex produces acyloxy and iminyl radicals, which underwent decarboxylative cross-coupling to yield valuable imines I (R = Bn, t-Bu, heptyl, etc.; R1 = Ph, 4-F3CC6H4, 4-ClC6H4, etc.; R2 = Me, 4-F3CC6H4, 2-pyridyl, etc.). Extensive photophys. and electrochem. measurements, as well as DFT studies, were carried out to probe the mechanism and revealed the operation of a Dexter-type energy transfer pathway. The synthetic utility of this method was explored by studying highly functionalized oxime esters, including derivatives of biol. active natural products and drug mols. Furthermore, in situ transformations of the imine products into pharmaceutically important amines were also demonstrated, showcasing the utility of the imine products as valuable amine building blocks.

ACS Catalysis published new progress about Acid chlorides 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

Fan, Xiuwei published the artcilePhotocatalytic C-C Bond Activation of Oxime Ester for Acyl Radical Generation and Application, HPLC of Formula: 5961-59-1, the main research area is oxindole cyclobutane preparation photocatalytic carbon bond activation oxime ester.

A unified strategy to generate acyl radical from oxime ester via selective C-C bond activation is reported. Under visible-light irradiation, single-electron transfer from fac-Ir(ppy)3 to related oxime takes place followed by a fast β-fragment of C-C bond to yield aryl and aliphatic acyl radicals, subsequently captured by diverse Michael acceptors. More interestingly, the single-electron transfer enables coupling with energy transfer of the excited fac-Ir(ppy)3 via enone intermediate formed in situ for cyclobutane formation.

Organic Letters published new progress about Acid chlorides 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, HPLC of Formula: 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem