Tag: M.W=100-150

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

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

Nobile, Enzo published the artcileC-H Electrophilic (phenylsulfonyl)difluoromethylation of (hetero)arenes with a newly designed reagent, Computed Properties of 151-10-0, the main research area is aniline heteroarene electrophilic phenylsulfonyl difluoromethylation benzenesulfonyl difluoromethyldibenzothiophenium triflate.

The synthesis of an original electrophilic difluoromethylating reagent was successfully achieved upon a straightforward protocol (3 steps). Like a Swiss army knife, this bench-stable reagent allowed the functionalization of various classes of compounds under mild and transition metal-free conditions. Hence, an efficient and operationally simple tool for the construction of C(sp2)-, C(sp3)- and S-CF2SO2Ph bonds was provided, expanding the chem. space of PhSO2CF2-containing mols. Late-stage functionalization of bioactive mols. and the synthesis of PhSO2CF2- and HCF2-analogs of Lidocaine were also successfully achieved.

Chemical Communications (Cambridge, United Kingdom) published new progress about Difluoromethylation (phenylsulfonyl). 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

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