Category: 5961-59-1

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

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

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

Liu, Yuxia published the artcileHighly Efficient Binuclear Copper-catalyzed Oxidation of N,N-Dimethylanilines with O2, Application In Synthesis of 5961-59-1, the main research area is phenylformamide methyl aniline green preparation; dimethylaniline oxidation binuclear copper catalyst.

A binuclear copper-salicylate complex, [Cu(Sal)2(NCMe)]2 (Sal=salicylate), was found to be an active catalyst for the oxidation of N,N-dimethylanilines by O2, affording the corresponding N-methyl-N-phenylformamides RC6H4N(Me)CHO [R = 4-Br, 3,4-di-F, 3-Cl-4-Me, etc.] as major products and N-methyl-phenylamines RC6H4NHMe as minor products. The reactions were carried out with a O2 balloon and the S/C (substrate/catalyst ratio) of the model reaction could be up to 1×105 providing a practical and highly efficient catalytic protocol for accessing N-methyl-N-phenylformamides.

ChemCatChem published new progress about Formamides Role: SPN (Synthetic Preparation), PREP (Preparation) (Ph). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Application In Synthesis of 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Shinohara, Koichi published the artcileN-Methylation of Aniline Derivatives with CO2 and Phenylsilane Catalyzed by Lanthanum Hydridotriarylborate Complexes bearing a Nitrogen Tridentate Ligand, Name: 4-Methoxy-N-methylaniline, the main research area is methyl aniline preparation; aniline methylation phenylsilane lanthanum hydridotriarylborate complex nitrogen tridentate ligand; lanthanum hydridotriarylborate complex nitrogen tridentate ligand preparation.

A lanthanum amide complex, La(L)[N(SiHMe2)2](thf) (L = N,N””-bis(pentafluorophenyl)diethylenetriamine dianion), upon activation with B(3,4,5-F2C6H2)3, showed excellent catalytic activity for N-methylation of N-alkylaniline derivatives with CO2 in the presence of PhSiH3. A catalytically active lanthanum hydridotriarylborate complex, [La(L)(thf)2][HB(3,4,5-F3C6H2)3], was generated via hydride abstraction from the Si-H moiety by moderate Lewis acid B(3,4,5-F2C6H2)3 in THF. DFT studies of the CO2 hydrosilylation step clarified the following multiple noncovalent interactions as key factors for locating the HB(3,4,5-F2C6H2)3 anion and B(3,4,5-F3C6H2)3 near the lanthanum center in the transition states of CO2 reduction and Si-O bond formation: (1) π-π interaction between the electron-deficient C6F5 ring on ligand L and the 3,4,5-F3C6H2 ring of the HB(3,4,5-F3C6H2)3 anion and (2) C-H···F hydrogen bonds between the ortho-C-H bond of B(3,4,5-F3C6H2)3 and the fluorine atoms of L.

ACS Catalysis published new progress about Free energy. 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

Shigeno, Masanori published the artcileCatalytic Amination of β-(Hetero)arylethyl Ethers by Phosphazene Base t-Bu-P4, Category: isoquinoline, the main research area is arylethyl ether amine amination phosphazene; amine preparation; phosphazene amination catalyst.

The catalytic amination of β-(hetero)arylethyl ethers with amines using the organic superbase t-Bu-P4 to obtain β-(hetero)arylethylamines, is described. The reaction has a broad substrate scope and allows the transformations of electron-deficient and electron-neutral β-(hetero)arylethyl ethers with various amines including pyrrole, N-alkylaniline, diphenylamine, aniline, indole, and indoline derivatives Mechanistic studies indicate a two-reaction pathway of MeOH elimination from the substrate to form a (hetero)arylalkene followed by the hydroamination of the alkene.

Organic Letters published new progress about Amination. 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Cheng, Hanchao published the artcilePhotoinduced Hydroarylation and Cyclization of Alkenes with Luminescent Platinum(II) Complexes, Computed Properties of 5961-59-1, the main research area is dihydroquinolinone preparation photoinduced hydroarylation cyclization aryl alkene halide; aryl halides; hydroarylation; intramolecular cyclization; photocatalysis; platinum.

Photoinduced hydroarylation of alkenes is an appealing synthetic strategy for arene functionalization. Herein, we demonstrated that aryl radicals generated from electron-deficient aryl chlorides/bromides could be trapped by an array of terminal/internal aryl alkenes in the presence of [Pt(ON̂ĈN̂)] under visible-light (410 nm) irradiation, affording anti-Markonikov hydroarylated compounds in up to 95% yield. Besides, a protocol for [Pt(ON̂ĈN̂)]-catalyzed intramol. photocyclization of acrylanilides to give structurally diverse 3,4-dihydroquinolinones has been developed.

Angewandte Chemie, International Edition published new progress about Aryl alkenes 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, Computed Properties of 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem