Li, Chen’s team published research in Organic Chemistry Frontiers in 2021 | CAS: 5961-59-1

Organic Chemistry Frontiers published new progress about Desulfonation. 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Formula: C8H11NO.

Li, Chen published the artcileA robust and facile method for desulfonation to amines, Formula: C8H11NO, the main research area is amine preparation; aromatic aliphatic sulfonamide desulfonation.

In this study, a robust and facile method for desulfonation to achieve secondary amines is demonstrated. Diphenylphosphine (Ph2PH) was shown to significantly expedite the cleavage of sulfonamides under basic conditions. Aromatic and aliphatic sulfonamides were cleanly converted, with a rapid reaction time, into the required amines with good to excellent chem. yields. Moreover, the functional groups tested were generally well tolerated.

Organic Chemistry Frontiers published new progress about Desulfonation. 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

 

Hornink, Milene Macedo’s team published research in Synthesis in 2021-01-31 | CAS: 5961-59-1

Synthesis published new progress about Aromatic amines 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, Synthetic Route of 5961-59-1.

Hornink, Milene Macedo published the artcileBiobased Spiroimides from Itaconic Acid and Formamides: Molecular Targets for a Novel Synthetic Application of Renewable Chemicals, Synthetic Route of 5961-59-1, the main research area is spiro dihydroquinolinone succinimide spiroindolinone glutarimide preparation; dihydroquinolinone indolinone itaconic acid anhydride formamide Fenton photochem flow.

Herein, a novel synthetic application of renewable chems., itaconic acid and formamides, is described. Proper exploitation of the reactivity of itaconic acid and formamide allows for the development of an efficient synthetic approach for the production of several new biobased spiroimides, spiro[dihydroquinolin-2-one-succinimides] I (R1 = H, Me, Cl, etc.; R2 = Me, Ph, Bn; R3 = H, Me) and spiro[indolin-2-one-glutarimides] II (R1 = H, OMe, CF3; R2 = Me, Bn; R3 = H, Me), in excellent overall yields (up to 98%).

Synthesis published new progress about Aromatic amines 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, Synthetic Route of 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Gou, Quan’s team published research in Organic Letters in 2022-05-20 | CAS: 5961-59-1

Organic Letters published new progress about Aromatic amines 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, Safety of 4-Methoxy-N-methylaniline.

Gou, Quan published the artcileDivergent Regioselective Csp2-H Difluoromethylation of Aromatic Amines Enabled by Nickel Catalysis, Safety of 4-Methoxy-N-methylaniline, the main research area is arylamine bromodifluoroacetate nickel catalyst regioselective difluoromethylation; difluoromethylarene preparation; difluorooxindole preparation.

Herein, the first catalytic protocol for nickel-catalyzed ortho or para position difluoromethylation of various aromatic amines was developed with the assistance of a bidentate phosphine ligand, offering an invaluable synthesis means to construct extensive p-difluoromethylated products and difluorooxindole derivatives with significant functional fragments. Furthermore, the gram-scale reaction, broad substrate scope, excellent functional-group compatibility, late-stage difluoromethylation of pesticides, and even formal synthesis of HDAC6 inhibitors further demonstrate the usefulness of this method.

Organic Letters published new progress about Aromatic amines 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, Safety of 4-Methoxy-N-methylaniline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Liu, Peng’s team published research in Journal of Organic Chemistry in 2021-02-05 | CAS: 5961-59-1

Journal of Organic Chemistry published new progress about Amines 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, Synthetic Route of 5961-59-1.

Liu, Peng published the artcileN-Methylation of Amines with Methanol in the Presence of Carbonate Salt Catalyzed by a Metal-Ligand Bifunctional Ruthenium Catalyst [(p-cymene)Ru(2,2′-bpyO)(H2O)], Synthetic Route of 5961-59-1, the main research area is sulfonamide methanol cesium carbonate ruthenium catalyst methylation green chem; methylsulfonamide preparation; amine methanol cesium carbonate ruthenium catalyst methylation green chem; methylamine preparation.

A ruthenium complex [(p-cymene)Ru(2,2′-bpyO)(H2O)] was found to be a general and efficient catalyst for the N-methylation of amines with methanol in the presence of carbonate salt. Moreover,a series of sensitive substituents such as nitro, ester, cyano and vinyl groups were tolerated under present conditions. It was confirmed that OH units in the ligand were crucial for the catalytic activity. Notably, this research exhibited the potential of metal-ligand bifunctional ruthenium catalysts for the hydrogen auto-transfer process.

Journal of Organic Chemistry published new progress about Amines 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, Synthetic Route of 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Xu, Rui’s team published research in Organic & Biomolecular Chemistry in 2019 | CAS: 5961-59-1

Organic & Biomolecular 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, Computed Properties of 5961-59-1.

Xu, Rui published the artcileThree-component difluoroalkylamination of alkenes mediated by photoredox and iron cooperative catalysis, Computed Properties of 5961-59-1, the main research area is alkene photochem difluoroalkylamination aryl amine difluorobromoacetate iron catalyst; ester arylamino difluoro preparation.

A three-component difluoroalkylamination of alkenes R1CH:CHR2 (R1 = Ph, 4-MeC6H4, 3-BrC6H4, C6F5, PhCH2, etc., R2 = H; R1 = Ph, R2 = Me) with BrCF2CO2Et and amines R3NHR4 (R3 = Ph, 4-MeC6H4, 4-MeOC6H4, R4 = Me; R3 = Ph, R4 = H) mediated by visible-light photoredox and iron cooperative catalysis to produce fluorinated amino esters R3R4NCHR1CHR2CF2CO2Et is described. Electron rich, electron poor and internal styrenes were all tolerated giving the desired products in good yields. The Csp3-Csp3 and Csp3-N bonds were simultaneously formed under mild conditions. A radical pathway was proposed by exptl. studies.

Organic & Biomolecular 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, Computed Properties of 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Ma, Wei’s team published research in Journal of the American Chemical Society in 2019-08-28 | CAS: 5961-59-1

Journal of the American Chemical Society published new progress about Allylic alcohols 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, COA of Formula: C8H11NO.

Ma, Wei published the artcileIron-Catalyzed Anti-Markovnikov Hydroamination and Hydroamidation of Allylic Alcohols, COA of Formula: C8H11NO, the main research area is allylic alc iron catalyst anti Markovnikov hydroamination hydroamidation.

Hydroamination allows for the direct access to synthetically important amines. Controlling the selectivity of the reaction with efficient, widely applicable, and economic catalysts remains challenging, however. This paper reports an iron-catalyzed formal anti-Markovnikov hydroamination and hydroamidation of allylic alcs., which yields γ-amino and γ-amido alcs., resp. Homoallylic alc. is also feasible. The catalytic system, consisting of a pincer Fe-PNP complex (1-4 mol %), a weak base, and a nonpolar solvent, features exclusive anti-Markovnikov selectivity, broad substrate scope (>70 examples), and good functional group tolerance. The reaction could be performed at gram scale and applied to the synthesis of drug mols. and heterocyclic compounds When chiral substrates are used, the stereochem. and enantiomeric excess are retained. Further application of the chem. is seen in the functionalization of amino acids, natural products, and existing drugs. Mechanistic studies suggest that the reaction proceeds via two cooperating catalytic cycles, with the iron complex catalyzing a dehydrogenation/hydrogenation process while the amine substrate acts as an organocatalyst for the Michael addition step.

Journal of the American Chemical Society published new progress about Allylic alcohols 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, COA of Formula: C8H11NO.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Guo, Wei’s team published research in Journal of Organic Chemistry in 2019-11-01 | CAS: 5961-59-1

Journal of Organic Chemistry published new progress about Charge transfer complexes Role: PRP (Properties), 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, Related Products of isoquinoline.

Guo, Wei published the artcilePhotodriven Photocatalyst/Metal-Free Direct C-C/C-N Bond Formation: Synthesis of Indoles via EDA Complexes, Related Products of isoquinoline, the main research area is alkylindoledicarboxylate preparation; photochem aerobic oxidative cycloaddition acetylenedicarboxylate alkylaniline; charge transfer complex methylaniline acetylenedicarboxylate evidence radical mechanism.

Under LED UV irradiation, N-alkylanilines such as N-methylaniline underwent aerobic oxidative cycloaddition reactions with di-Me and di-Et acetylenedicarboxylates mediated by Et3N and C4F9I in MeCN to yield N-alkylindoledicarboxylates such as I without added photocatalysts or metals. The 1:1 complex of N-methylaniline and di-Et acetylenedicarboxylate was detected by NMR, and intermediates in the reaction were observed by mass spectrometry; the reaction was inhibited by radical inhibitors.

Journal of Organic Chemistry published new progress about Charge transfer complexes Role: PRP (Properties), 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, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Bourriquen, Florian’s team published research in Angewandte Chemie, International Edition in 2022-07-04 | CAS: 5961-59-1

Angewandte Chemie, International Edition published new progress about Deuteration. 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Product Details of C8H11NO.

Bourriquen, Florian published the artcileManganese-Catalysed Deuterium Labelling of Anilines and Electron-Rich (Hetero)Arenes, Product Details of C8H11NO, the main research area is deuterium labeled arene preparation; arene deuterium incorporation; Deuterium; Heterogeneous Catalysis; Hydrogen Isotope Exchange; Manganese; Starch.

Here, a new class of heterogeneous catalysts was reported for practical deuterium incorporation in anilines, phenols, and heterocyclic substrates. The optimal material can be conveniently synthesized and allows for high deuterium incorporation using deuterium oxide as isotope source. This new catalyst was fully characterized and successfully applied to the labeling of natural products as well as marketed drugs.

Angewandte Chemie, International Edition published new progress about Deuteration. 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

 

Lambright, Alison L.’s team published research in Organic Letters in 2021-01-15 | CAS: 5961-59-1

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

Lambright, Alison L. published the artcileMechanism-Based Design of an Amide-Directed Ni-Catalyzed Arylboration of Cyclopentene Derivatives, Formula: C8H11NO, the main research area is borylated cyclopentane amide derivative preparation; crystal structure borylated cyclopentane amide derivative; mol structure borylated cyclopentane amide derivative; amide directed nickel catalyzed diastereoselective arylboration cyclopentene derivative.

A method for amide-directed Ni-catalyzed diastereoselective arylboration of cyclopentenes is disclosed. The reaction allows for the synthesis of sterically congested cyclopentane scaffolds that contain an easily derivatized boronic ester and amide functional handles. The nature of the amide directing group and its influence on the reaction outcome were studied and ultimately reflect a predictably selective reaction based on the solvent and base counterion.

Organic Letters published new progress about Arylation. 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

 

Zhou, Cong’s team published research in Organic Letters in 2021-04-16 | CAS: 5961-59-1

Organic Letters published new progress about Aminomethylation (regioselective, photochem., carboxylation). 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.

Zhou, Cong published the artcilePhotoredox-Catalyzed α-Aminomethyl Carboxylation of Styrenes with Sodium Glycinates: Synthesis of γ-Amino Acids and γ-Lactams, Safety of 4-Methoxy-N-methylaniline, the main research area is arylaminoarylbutanoic acid arylbutyrolactam regioselective preparation; ruthenium photoredox catalyst regioselective aminomethylcarboxylation arylaminoglycine aryl alkene; iridium photoredox catalyst regioselective aminomethylcarboxylation lactamization arylaminoglycine aryl alkene.

A visible-light photoredox-catalyzed reductive α-aminomethyl carboxylation of styrenes and 1,1-diarylalkenes with sodium N-arylglycinates and CO2 has been developed to synthesize a series of α,α-disubstituted γ-amino acids such as MePhNCH2CH2CPh2CO2H and γ-lactams such as 1,3,3-triphenyl-2-pyrrolidinone with high efficiency and regioselectivity. Notably, CO2 released from the decarboxylation step can be reused for the subsequent carboxylation. Distinct from the previous reactions with the same type of substrates leading to simple decarboxylation and olefin hydroalkylation, this process involves addnl. CO2 sequestration, thus leading to olefin α-aminomethyl carboxylation. These findings not only provide new access to α,α-disubstituted γ-amino acids and γ-lactams but also serve as a proof of concept for CO2 reutilization in decarboxylation reactions.

Organic Letters published new progress about Aminomethylation (regioselective, photochem., carboxylation). 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