Shinohara, Koichi’s team published research in ACS Catalysis in 2022-07-15 | CAS: 5961-59-1

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.

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

 

Hirose, Yuuka’s team published research in Journal of Organic Chemistry in 2019-06-07 | CAS: 151-10-0

Journal of Organic Chemistry published new progress about Aryl bromides Role: SPN (Synthetic Preparation), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Name: 1,3-Dimethoxybenzene.

Hirose, Yuuka published the artcileAromatic Halogenation Using N-Halosuccinimide and PhSSiMe3 or PhSSPh, Name: 1,3-Dimethoxybenzene, the main research area is arene aromatic halogenation halosuccinimide; haloarene preparation aromatic halogenation halosuccinimide.

We developed a mild aromatic halogenation reaction using a combination of N-halosuccinimide and PhSSiMe3 or PhSSPh. Less reactive aromatic compounds, such as Me 4-methoxybenzoate, were brominated with PhSSiMe3 or PhSSPh and N-bromosuccinimide in high yields. No reaction was observed in the absence of PhSSiMe3 or PhSSPh. This method is also applicable to chlorination reactions using N-chlorosuccinimide and PhSSPh.

Journal of Organic Chemistry published new progress about Aryl bromides Role: SPN (Synthetic Preparation), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Name: 1,3-Dimethoxybenzene.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Munnuri, Sailu’s team published research in Organic Letters in 2019-03-15 | CAS: 151-10-0

Organic Letters published new progress about Amination catalysts (regioselective). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, COA of Formula: C8H10O2.

Munnuri, Sailu published the artcileCu(II)-Mediated N-H and N-Alkyl Aryl Amination and Olefin Aziridination, COA of Formula: C8H10O2, the main research area is aniline regioselective green preparation; aziridine diastereoselective green preparation; copper catalyst regioselective amination arene diastereoselective aziridination alkene.

The combination of Cu(OTf)2 and 1,10-phenanthroline in hexafluoroisopropanol (HFIP) was used for the green and regioselective amination of arenes with hydroxylamine-O-sulfonic acid, N-cyclohexylhydroxylamine-O-sulfonic acid, and O-(mesitylsulfonyl)-N-methylhydroxylamine at ambient temperature Under similar conditions, alkenes underwent diastereoselective aziridination with hydroxylamine-O-sulfonic acid, N-cyclohexylhydroxylamine-O-sulfonic acid, and O-(mesitylsulfonyl)-N-methylhydroxylamine at ambient temperature using CuCl2 and 1,10-phenanthroline as catalysts. The reactions provide alternatives to rhodium-catalyzed aziridinations and in some cases provide products with different regioselectivities than related rhodium- and iron-catalyzed reactions.

Organic Letters published new progress about Amination catalysts (regioselective). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, COA of Formula: C8H10O2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Shigeno, Masanori’s team published research in Organic Letters in 2019-09-06 | CAS: 5961-59-1

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.

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’s team published research in Angewandte Chemie, International Edition in 2021-01-18 | CAS: 5961-59-1

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.

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

 

Hong Nguyen, Thi Anh’s team published research in Organic Letters in 2021-11-05 | CAS: 151-10-0

Organic Letters published new progress about Acetoxylation (regioselective). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Recommanded Product: 1,3-Dimethoxybenzene.

Hong Nguyen, Thi Anh published the artcileMetal-free, Direct Acetoxylation of Arenes, Recommanded Product: 1,3-Dimethoxybenzene, the main research area is arene acetic acid regioselective acetoxylation; aryl acetate preparation.

A metal-free, direct acetoxylation reaction using sodium nitrate under an anhydrous environment of trifluoroacetic acid, acetic acid and acetic anhydride was reported. Arenes (31 examples), with oxidation potentials (Eox, in V vs SCE) lower than benzene (2.48 V), were acetoxylated with good yields and regioselectivity. A stepwise, single electron-transfer mechanism was proposed.

Organic Letters published new progress about Acetoxylation (regioselective). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Recommanded Product: 1,3-Dimethoxybenzene.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

De Smet, Gilles’s team published research in Angewandte Chemie, International Edition in 2022-09-19 | CAS: 151-10-0

Angewandte Chemie, International Edition published new progress about Aromatic compounds Role: SPN (Synthetic Preparation), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Recommanded Product: 1,3-Dimethoxybenzene.

De Smet, Gilles published the artcileSelective Nickel-Catalyzed Hydrodeacetoxylation of Aryl Acetates, Recommanded Product: 1,3-Dimethoxybenzene, the main research area is aromatic alc magnesium catalyst acetoxylation; aryl acetate preparation nickel catalyst chemoselective hydrodeacetoxylation green chem; anisole preparation; Aryl Acetates; C−O Bond Activation; Hydrodeacetoxylation; Nickel Catalysis; Renewable Resources.

Ni-catalyzed hydrodeacetoxylation of aryl acetates (Ar-OAc) with HBpin in a green carbonate solvent selectively delivered the corresponding deoxygenated arenes (ArH). The method was also applicable to highly challenging guaiacyl and syringyl acetates, leaving -OMe groups intact without arene reduction Renewable 4-propylguaiacol obtained from pine could also be transformed without significant loss in yield vs. oil derived feedstock. The observed chemoselectivity for Ar-OAc vs. ArO-Ac bond cleavage was rationalized based on mechanistic experiments and DFT calculations ArOH side-product formation was attributed to direct competitive Ni-catalyzed reduction of the C=O bond. Hydrodeacyloxylation of a set of aryl alkanoates featured interesting chemoselectivity with a dramatic influence of the length and structure of the alkyl chain on catalysis.

Angewandte Chemie, International Edition published new progress about Aromatic compounds Role: SPN (Synthetic Preparation), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Recommanded Product: 1,3-Dimethoxybenzene.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Virumbrales, Cintia’s team published research in Organic & Biomolecular Chemistry in 2019 | CAS: 151-10-0

Organic & Biomolecular Chemistry published new progress about Alkenynes Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Quality Control of 151-10-0.

Virumbrales, Cintia published the artcileGold(I)-catalyzed nucleophilic cyclization of β-monosubstituted o-(alkynyl)styrenes: A combined experimental and computational study, Quality Control of 151-10-0, the main research area is alkynyl styrene nucleophile gold catalyst diastereoselective regioselective nucleophilic cyclization; alkoxymethyl indene preparation; hydroxymethyl indene preparation; diphenylmethyl indene preparation.

The stereospecific gold(I)-catalyzed nucleophilic cyclization of β-monosubstituted o-(alkynyl)styrenes to produce C-1 functionalized 1H-indenes, including challenging substrates and nucleophiles such as β-(cyclo)alkyl-substituted o-(alkynyl)styrenes and a variety of alcs. as well as selected electron-rich aromatics, is reported. DFT calculations support the stereochem. outcome of the process that involves the formation of a key cyclopropyl gold carbene intermediate through a regiospecific 5-endo cyclization.

Organic & Biomolecular Chemistry published new progress about Alkenynes Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Quality Control of 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Murugesan, Kathiravan’s team published research in ACS Catalysis in 2022-04-01 | CAS: 5961-59-1

ACS Catalysis published new progress about Amides 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.

Murugesan, Kathiravan published the artcilePhotoredox-Catalyzed Site-Selective Generation of Carbanions from C(sp3)-H Bonds in Amines, Computed Properties of 5961-59-1, the main research area is deuterium tritium labeled amine preparation; amine photoredox catalyst deuterium tritium labeling.

Herein, activation of a C(sp3)-H bond in the α-position to an amine via a carbanion intermediate was described. In the presence of several α-amine sites, only one specific position was selectively activated. Applying this protocol, the proposed carbanion intermediate was effectively trapped with different electrophiles such as deuterium (D+), tritium (T+), or carbonyl compounds compiling over 50 examples. Further, this methodol. was used to install deuterium or tritium in different drug-derivatives (>10 drugs) at a selected position in a late-stage functionalization. In addition, the protocol was suitable for a gram-scale synthesis, and a detailed mechanistic investigation was carried out to support our hypothesis.

ACS Catalysis published new progress about Amides 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

 

Biswas, Nandita’s team published research in Journal of Organic Chemistry in 2021-08-06 | 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, Recommanded Product: 4-Methoxy-N-methylaniline.

Biswas, Nandita published the artcileRu-Catalyzed Selective Catalytic Methylation and Methylenation Reaction Employing Methanol as the C1 Source, Recommanded Product: 4-Methoxy-N-methylaniline, the main research area is methylated compound green preparation; phenylethanol methanol methylation ruthenium catalyst; naphthol methanol methylation ruthenium catalyst; amine methanol methylation ruthenium catalyst.

The activity of the acridine-derived SNS-Ru pincer for the activation of methanol to apply it as a C1 building block in different reactions was explored. Catalytic system showed great success toward the β-C(sp3)-methylation reaction of 2-phenylethanols to provide good to excellent yields of the methylated products RCH(CH3)CH2OH [R = Ph, 4-FC6H4, 2-thienyl, etc.]. The mechanistic details, kinetic progress and temperature-dependent product distribution, which revealed the slow and steady generation of in situ formed aldehyde, was the key factor to get the higher yield of the β-methylated product. To establish the environmental benefit of this reaction, green chem. metrics were calculated Furthermore, dimerization of 2-naphthol via methylene linkage to obtain methylated products I [R1 = H, 3-MeO, 6-Ph, etc.] and formation of N-methylation of amine were also described in this study, which offers a wide range of substrate scope with a good to excellent yield of methylated products R2NHCH3 [R2 = (CH2)7CH3, Ph, 2-BrC6H4, etc.].

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, Recommanded Product: 4-Methoxy-N-methylaniline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem