Tag: M.W=100-150

Kim, Seung Wook published the artcileRegio- and Enantioselective Iridium-Catalyzed Amination of Racemic Branched Alkyl-Substituted Allylic Acetates with Primary and Secondary Aromatic and Heteroaromatic Amines, Application In Synthesis of 5961-59-1, the main research area is allyl acetate arylamine iridium catalyst regioselective enantioselective allylic amination.

The air- and water-stable π-allyliridium C,O-benzoate modified by (S)-tol-BINAP, (S)-Ir-II, catalyzes highly regio- and enantioselective Tsuji-Trost-type aminations of racemic branched alkyl-substituted allylic acetates using primary or secondary (hetero)aromatic amines. Specifically, in the presence of (S)-Ir-II (5 mol%) in DME solvent at 60-70°, α-Me allyl acetate (100 mol%) reacts with primary (hetero)aromatic amines (200 mol%) or secondary (hetero)aromatic amines (200 mol%) to form the branched products of allylic amination, resp., as single regioisomers in good to excellent yield with uniformly high levels of enantioselectivity. As illustrated by the conversion of heteroaromatic amine to adducts, excellent levels of regio- and enantioselectivity are retained across diverse branched allylic acetates bearing normal alkyl or secondary alkyl substituents. For reactants which incorporate both primary and secondary aryl amine moieties, regio- and enantioselective amination occurs with complete site-selectivity to furnish adducts. Mechanistic studies involving amination of the enantiomerically enriched, deuterium-labeled acetate corroborate C-N bond formation via outer-sphere addition

Journal of the American Chemical Society published new progress about Allylic alcohols Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (acetates). 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

Liu, Peng published the artcileRecyclable covalent triazine framework-supported iridium catalyst for the N-methylation of amines with methanol in the presence of carbonate, Application of 4-Methoxy-N-methylaniline, the main research area is amine methyl preparation green chem; methanol amine methylation covalent triazine framework iridium catalyst; methyl sulfonamide preparation green chem; sulfonamide methanol methylation covalent triazine framework iridium catalyst.

An iridium complex Cp*Ir@CTF, which is synthesized by the coordinative immobilization of [Cp*IrCl2]2 on a functionalized covalent triazine framework (CTF), was found to be a general and highly efficient catalyst for the N-methylation of amines RNH2 [R = octyl, adamantan-1-yl, naphthalen-2-yl, 1,3-benzoxazol-2-yl, etc.], 1,2,3,4-tetrahydroisoquinoline and 1,3-bis(4-piperidyl)propane with methanol in the presence of carbonate. Under environmentally benign conditions, a variety of desirable products RNHCH3, RN(CH3)2, 2-methyl-1,2,3,4-tetrahydroisoquinoline and 1-methyl-4-(3-(1-methylpiperidin-4-yl)propyl)piperidine/R1S(O)2NH(CH3) (R1 = t-Bu, cyclopropyl, 4-chlorophenyl, thiophen-2-yl, etc.) were obtained in high yields with complete selectivities and functional group friendliness. Furthermore, the synthesized catalyst Cp*Ir@CTF could be recycled by simple filtration without obvious loss of catalytic activity after sixth cycle. Notably, this research exhibited the potential of covalent triazine framework-supported transition metal catalyst Cp*Ir@CTF for hydrogen autotransfer process.

Journal of Catalysis published new progress about Covalent organic frameworks. 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

Tang, Yu published the artcileA Mild Heteroatom (O-, N-, and S-) Methylation Protocol Using Trimethyl Phosphate (TMP)-Ca(OH)2 Combination, Safety of 4-Methoxy-N-methylaniline, the main research area is ether green preparation; phenol methylation; amine green preparation; methylation amine; thioether green preparation; thiophenol methylation.

A mild heteroatom methylation protocol using tri-Me phosphate (TMP)-Ca(OH)2 combination was developed, which proceeded in DMF, or water, or under neat conditions, at 80°C or at room temperature A series of O-, N-, and S-nucleophiles, including phenols, sulfonamides, N-heterocycles, such as 9H-carbazole, indole derivatives, and 1,8-naphthalimide, and aryl/alkyl thiols, were suitable substrates for this protocol. The high efficiency, operational simplicity, scalability, cost-efficiency, and environmentally friendly nature of this protocol made it an attractive alternative to the conventional base-promoted heteroatom methylation procedures.

Synthesis published new progress about Ethers 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, Safety of 4-Methoxy-N-methylaniline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Huang, Zijun published the artcileMn-Catalyzed Selective Double and Mono-N-Formylation and N-Methylation of Amines by using CO2, COA of Formula: C8H11NO, the main research area is formamide preparation; aryl amine carbon dioxide formylation manganese catalyst; methyl amine preparation; carbon dioxide amine methylation manganese catalyst; amines; carbon dioxide; formylation; homogeneous catalysis; manganese.

The catalytic formylation and methylation of amines (cyclohexanamine, morpholine, piperazine, 1-naphthylamine, etc.) represent convenient and successful protocols for selective CO2 utilization as a C1 building block. This study represents the first example of selective catalytic double N-formylation of aryl amines RNH2 [R = 4-FC6H4, 2-H3CC6H4, naphthalen-1-yl, etc.] by using a dinuclear Mn complex in the presence of phenylsilane. This robust system also allows for selective formylation and methylation of amines under a range of conditions.

ChemSusChem 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, COA of Formula: C8H11NO.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Li, Wen-Duo published the artcileIron-Catalyzed Selective N-Methylation and N-Formylation of Amines with CO2, Computed Properties of 5961-59-1, the main research area is methylamine selective preparation; amine carbon dioxide methylation iron catalyst triphenylphosphine; formamide selective preparation; carbon dioxide amine formylation iron catalyst tributylphosphine.

An efficient protocol for the synthesis of methylamines R1N(CH3)R2 [R1 = Ph, 4-MeOC6H4, 2-pyridyl, etc.; R2 = H, Me, cyclohexyl, etc.] and formamides R1N(CHO)R2 was developed via iron-catalyzed selective N-methylation and N-formylation of amines with CO2 as sustainable C1 source under mild reaction conditions. Herein iron-catalyzed methylation and formylation of amines was achieved with ligands triphenylphosphine and tributylphosphine resp. The method was successfully applied in the late-stage methylation and formylation of drug mols. containing amine moiety. This catalytic system featured high efficiency and good substrate scope using com. available iron catalyst and mono-phosphine ligands.

Advanced Synthesis & Catalysis 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, Computed Properties of 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Zou, Qizhuang published the artcileCatalyst-free selective N-formylation and N-methylation of amines using CO2 as a sustainable C1 source, Application of 4-Methoxy-N-methylaniline, the main research area is formamide methylamine preparation catalyst free; amine carbon dioxide selective formylation methylation.

Herein, catalyst-free selective N-formylation and N-methylation of amines using CO2 as a sustainable C1 source are described. By tuning the reaction solvent and temperature, the selective synthesis of formamides R1NR2CHO (R1 = n-Bu, C6H5, Bn, etc.; R2 = Me, Et, C6H5, etc.) and methylamines R1NR2(Me) (R1 = n-Bu, C6H5, 2-MeC6H4, etc.; R2 = Me, n-Bu, Bn, etc.) is achieved in good to excellent yields using sodium borohydride (NaBH4) as a sustainable reductant.

Green Chemistry 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, Application of 4-Methoxy-N-methylaniline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Zhang, Qifeng published the artcileSulfur(IV)-mediated umpolung α-heterofunctionalization of 2-oxazolines, Application of 4-Methoxy-N-methylaniline, the main research area is alkyloxazoline nucleophile phenoxathiin sulfoxide umpolung functionalization; oxazoline preparation phenoxathiin sulfoxide oxidant.

The α-umpolung of carbonyl compounds significantly expands the boundaries of traditional carbonyl chem. Despite various umpolung methods available today, reversing the inherent reactivity ofcarbonyls still remains a substantial challenge. In this article, the authors report the first use of sulfonium salts, in lieu of well-established hypervalent iodines, for the carbonyl umpolung event. The protocol enables the incorporation of a wide variety of heteroatom nucleophiles into the α-carbon of 2-oxazolines. The success of this investigation hinges on the following factors: (1) the use of sulfoxides, which are abundant, structurally diverse and tunable, and easily accessible, ensures the identification of a superior oxidant namely phenoxathiin sulfoxide for the umpolung reaction; (2) the “”assembly/deprotonation”” protocol previously developed for rearrangement reactions in the authors’ laboratory was successfully applied here for the construction of α-umpoled 2-oxazolines.

Chemical Science published new progress about Free energy, free energy surface. 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

Jiang, Lei published the artcileN-Monomethylation of Amines with Methanol by Syndiotactic Poly(aminostyrene)-supported Palladium Nanoparticle Catalyst, Product Details of C8H11NO, the main research area is methyl amine preparation green chem; primary amine methanol monomethylation syndiotactic polyaminostyrene support palladium nanocatalyst.

Palladium nanocatalyst supported on dimethylamino-functionalized syndiotactic polystyrene (Pd@sPSNMe2) showed high activity and selectivity for the N-monomethylation of various primary amines RNH2 (R = Ph, cyclohexyl, 3-(morpholin-4-yl)propyl, 2-(1H-indol-3-yl)ethyl, etc.) using methanol as methylation reagent under air to prepare monomethylated amines RNH(CH3), 2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole and N-methyl-1H-benzo[d]imidazole. The excellent catalytic performance could be associated with the ultrafine palladium nanoparticles and high amine-adsorbing capacity of the catalyst. The Pd@sPS-NMe2 catalyst was highly robust, and could be easily recovered by filtration and reused more than ten times without decrease in activity and selectivity.

Asian Journal of Organic Chemistry published new progress about Green chemistry. 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

Zhang, Zhaofei published the artcileSemiconductor photocatalysis to engineering deuterated N-alkyl pharmaceuticals enabled by synergistic activation of water and alkanols, Formula: C8H11NO, the main research area is deuterated Nalkyl pharmaceutical green preparation; amine semiconductor photocatalysis water alkanol synergistic activation.

Herein rationally design photocatalytic water-splitting to furnished [H] or [D] and isotope alkanol-oxidation by photoexcited electron-hole pairs on a polymeric semiconductor was reported. The controlled installation of N-CH3, -CDH2, -CD2H, -CD3, and -13CH3 groups into pharmaceutical amines thus was demonstrated by tuning isotopic water and methanol. More than 50 examples with a wide range of functionalities were presented, demonstrating the universal applicability and mildness of this strategy. Gram-scale production was realized, paving the way for the practical photosynthesis of pharmaceuticals.

Nature Communications published new progress about Green chemistry. 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Formula: C8H11NO.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Zhang, Mingyue published the artcileFacile Synthesis of a Novel Heterogeneous Rh/COF Catalyst and Its Application in Tandem Selective Transfer Hydrogenation and Monomethylation of Nitro Compounds with Methanol, Safety of 4-Methoxy-N-methylaniline, the main research area is heterogeneous rhodium catalyst preparation; nitro compound methanol monomethylation.

The development of transition-metal heterogeneous catalysts for economical and effective synthesis of N-methylamine, especially for the monomethylation of amines, is still challenging. Herein, two Rh-supported covalent organic framework (COF) heterogeneous catalysts Rh/MelCOF were facile-synthesized by a Schiff base reaction using melamine as a precursor, and, for the first time, it was successfully applied to the effective and high selective tandem reaction of transfer hydrogenation and monomethylation of nitroarom. hydrocarbons, with methanol as a C1 and hydrogenation source. A series of nitroarom. hydrocarbons, including heterocyclic or sterically hindered derivatives, can be well tolerated, and the catalyst could also be reused four times without losing significant reactivity. At the same time, the study of the Rh/MelCOF mechanism supports the hydrogen-borrowing mechanism and puts forward the reaction pathway of azobenzene as an intermediate, which is better than the hydrogen-transfer pathway from N-phenylhydroxylamine to aniline directly. This work expands the application of COF catalysts and provides an effective way to obtain mono-N-methylated amines from nitroarom. hydrocarbons, as well as the detailed mechanism of Rh/COF-catalyzed tandem transfer hydrogenation and monomethylation of amines.

Industrial & Engineering Chemistry Research published new progress about Heterogeneous catalysts. 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Safety of 4-Methoxy-N-methylaniline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem