Category: isoquinoline

Feng, Fang-Fang published the artcileTungsten-Catalyzed Transamidation of Tertiary Alkyl Amides, Product Details of C8H11NO, the main research area is tertiary alkyl amide transamidation tungsten catalyst.

Transamidation has recently emerged as a straightforward and convenient means to diversify amides. However, the kinetically and thermodynamically demanding transamidation of notoriously robust, fully alkyl-substituted tertiary amides still remains a longstanding challenge. Here, a method for the activation of tertiary alkyl amides to streamline transamidation using simple tungsten(VI) chloride as a catalyst and chlorotrimethylsilane as an additive is described. The highly electrophilic and oxophilic tungsten catalyst enables the selective scission of a C-N bond of tertiary alkyl amides to effect transamidation of a myriad of structurally and electronically diverse tertiary alkyl amides and amines. Mechanistic study implies that the synergistic effect of the catalyst and the additive could pronouncedly induce the nucleophilic acyl substitution of tertiary alkyl amide with amine to realize transamidation.

ACS Catalysis published new progress about Transamidation. 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Product Details of C8H11NO.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Ke, Zhengang published the artcileAlcohol promoted N-methylation of anilines with CO2/H2 over a cobalt catalyst under mild conditions, Application of 4-Methoxy-N-methylaniline, the main research area is amine methylation carbon dioxide hydrogen cobalt catalyst ethanol promoter.

Herein, an alc. (e.g., ethanol) promoted strategy for the N-methylation of anilines with CO2/H2 with high efficiency under mild conditions (e.g., 125°), which is achieved over a cobalt catalytic system composed of Co(OAc)2·4H2O, triphos and Sn(OTf)2 was presented. This catalytic system has a broad substrate scope and is tolerant toward a wide range of anilines and N-Me anilines, and a series of N,N-di-Me anilines were obtained in high yields. Mechanism investigation indicates that the alc. solvent shifts the equilibrium of CO2 hydrogenation by forming an alkyl formate, which further reacts with the amine to produce N-formamide, and Sn(OTf)2 promotes the deoxygenative hydrogenation of N-formamides to afford N-methylamines. This is the first example of the N-methylation of amines with CO2/H2 over a cobalt catalytic system, which shows comparable performance to the reported Ru catalysts and may have promising applications.

Green Chemistry published new progress about Anilines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 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

Goyal, Vishakha published the artcileCommercial Pd/C-Catalyzed N-Methylation of Nitroarenes and Amines using Methanol as Both C1 and H2 source, Quality Control of 5961-59-1, the main research area is methylamine preparation green chem; nitroarene amine methanol methylation.

Herein, com. available carbon-supported palladium (Pd/C) catalyzed N-methylation of nitroarenes and amines using MeOH as both C1 and H2 source is reported. This transformation proceeds with high atom-economy and environmental-friendly way via borrowing hydrogen mechanism. A total of >30 structurally diverse N-methylamines, including bioactive compounds were selectively synthesized and isolated yields of up to 95%. Furthermore, selective N-methylation and deuteration of nimesulide, a nonsteroidal anti-inflammatory drug was realized through the late-stage functionalization.

Journal of Organic Chemistry published new progress about Aromatic amines 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, Quality Control of 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Zhou, Chao published the artcileMetal-Free, Redox-Neutral, Site-Selective Access to Heteroarylamine via Direct Radical-Radical Cross-Coupling Powered by Visible Light Photocatalysis, Application of 4-Methoxy-N-methylaniline, the main research area is heteroarylnitrile amine regioselective heteroarylation radical cross coupling photocatalysis light; heteroarylamine preparation.

Transition-metal-catalyzed C-N bond-forming reactions have emerged as fundamental and powerful tools to construct arylamines, a common structure found in drug agents, natural products, and fine chems. Reported herein is an alternative access to heteroarylamine via radical-radical cross-coupling pathway, powered by visible light catalysis without any aid of external oxidant and reductant. Only by visible light irradiation of a photocatalyst, such as a metal-free photocatalyst, does the cascade single-electron transfer event for amines and heteroaryl nitriles occur, demonstrated by steady-state and transient spectroscopic studies, resulting in an amine radical cation and aryl radical anion in situ for C-N bond formation. The metal-free and redox economic nature, high efficiency, and site-selectivity of C-N cross-coupling of a range of available amines, hydroxylamines, and hydrazines with heteroaryl nitriles make this protocol promising in both academic and industrial settings.

Journal of the American Chemical Society published new progress about Aromatic heterocyclic amines 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, Application of 4-Methoxy-N-methylaniline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Jagadeesh, Rajenahally V. published the artcileMOF-derived cobalt nanoparticles catalyze a general synthesis of amines, Related Products of isoquinoline, the main research area is MOF cobalt nanoparticle preparation; carbonyl amine reductive amination.

The development of base metal catalysts for the synthesis of pharmaceutically relevant compounds remains an important goal of chem. research. Here, we report that cobalt nanoparticles encapsulated by a graphitic shell are broadly effective reductive amination catalysts. Their convenient and practical preparation entailed template assembly of cobalt-diamine-dicarboxylic acid metal organic frameworks on carbon and subsequent pyrolysis under inert atm. The resulting stable and reusable catalysts were active for synthesis of primary, secondary, tertiary, and N-methylamines (more than 140 examples). The reaction couples easily accessible carbonyl compounds (aldehydes and ketones) with ammonia, amines, or nitro compounds, and mol. hydrogen under industrially viable and scalable conditions, offering cost-effective access to numerous amines, amino acid derivatives, and more complex drug targets.

Science (Washington, DC, United States) published new progress about Aromatic nitro compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Rodstein, Ilja published the artcileSelective Pd-Catalyzed Monoarylation of Small Primary Alkyl Amines through Backbone-Modification in Ylide-Functionalized Phosphines (YPhos), Application of 4-Methoxy-N-methylaniline, the main research area is aryl chloride amine arylation palladium ylide phosphine; arylamine preparation; palladium ylide phosphine arylation catalyst.

Ylide-substituted phosphines have been shown to be excellent ligands for C-N coupling reactions under mild reaction conditions. Here we report studies on the impact of the steric demand of the substituent in the ylide-backbone on the catalytic activity. Two new YPhos ligands with bulky ortho-tolyl (pinkYPhos) and mesityl (mesYPhos) substituents were synthesized, which are slightly more sterically demanding than their Ph analog but considerably less flexible. This change in the ligand design leads to higher selectivities and yields in the arylation of small primary amines compared to previously reported YPhos ligands. Even MeNH2 and EtNH2 could be coupled at room temperature with a series of aryl chlorides in high yields.

Journal of Organic Chemistry published new progress about Arylation. 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

Gomez-Prado, Raul A. published the artcileSynthesis of nuevamine and a cyano-chilenine analog via divergent C(sp3)-H bond functionalization of isoindolinone derivatives, Synthetic Route of 86-51-1, the main research area is nuevamine cyanochilenine preparation.

Divergent C(sp3)-H bond functionalizations of isoindolinone derivatives were developed to synthesize nuevamine, a cyano-chilenine derivative, and two related analogs. A copper-catalyzed C-H cross-dehydrogenative coupling (via cation formation) allowed the formation of a new C-C bond leading to the direct assembly of the isoindolo[1,2-a]isoquinolinone tetracyclic system of the nuevamine. The syntheses of the cyano-chilenine derivatives were carried out by installing two nitrile groups under basic conditions (via anion formation). Then, the isoindolobenzazepinic system of the chilenine skeleton was constructed by a Houben-Hoesch cyclization process. The present methodol. has the advantage of not requiring the use of pre-functionalized substrates.

Organic & Biomolecular Chemistry published new progress about Benzodioxoles Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Synthetic Route of 86-51-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Zhou, Chao-Zheng published the artcileUtilization of renewable formic acid from lignocellulosic biomass for the selective hydrogenation and/or N-methylation, Related Products of isoquinoline, the main research area is tetrahydroquinoline preparation; quinoline formic acid hydrogenation; formic acid quinoline methylation; indoline preparation; indole formic acid methylation; dimethyl aniline preparation; aniline formic acid methylation.

Herein, the utilization of renewable formic acid from lignocellulosic biomass as a hydrogen source and a carbon source for the selective hydrogenation and further N-methylation of various quinolines and the derivatives I (Y = CH, N; R = H, 6-Br, 2,3-(Me)2, 6-Cl, etc.), 1,10-phenanthroline, 2,9-dimethyl-1,10-phenanthroline and 2,7-dimethyl-pyrido[2,3-g]quinoline, various indoles II (R1 = 2-Me, 5-Br, 6-F, etc.) under mild conditions in high efficiencies were developed. N-methylation of various anilines R2C6H4NHCH3 (R2 = H, 2-Cl, 3-Me, 4-OMe, etc.) and R2C6H4NH2 is also developed. Mechanistic studies indicate that the hydrogenation occurs via a transfer hydrogenation pathway.

ChemCatChem published new progress about Biomass. 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Ren, Jiangmeng published the artcileStudies towards DIAD promoted N-demethylation of N,N-dimethylanilines, Synthetic Route of 5961-59-1, the main research area is methylaniline preparation; dimethylaniline demethylation diisopropyl azodicarboxylate.

The demethylation of N,N-dimethylanilines promoted by diisopropyl azodicarboxylate (DIAD) to provide N-methylanilines was achieved in this paper. This protocol featured with mild reaction condition, simple operation and moderate to good yield. The intermediates were isolated and identified by means of spectroscopy methods. The reaction mechanism was investigated exptl. and further verified by theor. calculations This method could be applied to the study of the metabolites of medicines containing N,N-dimethylaniline fragments.

Tetrahedron Letters published new progress about Demethylation. 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

Ren, Shuang published the artcileIron porphyrin-catalyzed N-trifluoroethylation of anilines with 2,2,2-trifluoroethylamine hydrochloride in aqueous solution, Name: 4-Methoxy-N-methylaniline, the main research area is trifluoroethylated amine preparation; aniline trifluoroethylamine hydrochloride tandem diazotization trifluoroethylation iron porphyrin catalyst.

Preparation of trifluoroethylated amines ArN(R)CH2CF3 [Ar = Ph, 3-MeC6H4, 4-MeOC6H4, etc.; R = H, Me] via iron porphyrin-catalyzed N-trifluoroethylation of anilines was developed with 2,2,2-trifluoroethylamine hydrochloride as the fluorine source. This one-pot N-H insertion reaction was conducted via cascade diazotization/N-trifluoroethylation reactions. The developed transformation can afford a wide range of N-trifluoroethylated anilines in good yields using readily available primary amines and secondary anilines as starting materials.

RSC Advances published new progress about Diazotization. 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Name: 4-Methoxy-N-methylaniline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem