Zhang, Shaochun’s team published research in Organic Chemistry Frontiers in 2019 | CAS: 5961-59-1

Organic Chemistry Frontiers published new progress about 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, Category: isoquinoline.

Zhang, Shaochun published the artcileA pincer ligand enabled ruthenium catalyzed highly selective N-monomethylation of nitroarenes with methanol as the C1 source, Category: isoquinoline, the main research area is aryl amine preparation; nitroarene alc selective monomethylation tandem.

A straightforward and highly selective N-monomethylation of nitro compounds RNO2 (R = 4-methylphenyl, quinolin-6-yl, 9-oxo-9H-fluoren-1-yl, etc.) with methanol as the C1 source was developed by employing [RuCl2(p-cymene)2]2 as the catalyst and an NNN pincer (amine-pyridine-imine, API) as the ligand. This protocol was found to be highly selective and effective in the N-monomethylation of a broad spectrum of nitroarenes including pharmaceutically relevant nitro compounds with good tolerance of a set of functional groups. The mechanistic studies revealed that the reaction proceeded via a borrowing-hydrogen pathway in a one-pot cascade manner and methanol serves as both a hydrogen source and a methylation agent.

Organic Chemistry Frontiers published new progress about 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, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Li, Ziyi’s team published research in European Journal of Organic Chemistry in 2022-02-04 | CAS: 5961-59-1

European Journal of Organic Chemistry published new progress about 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, Recommanded Product: 4-Methoxy-N-methylaniline.

Li, Ziyi published the artcileDynamic Covalent Reactions Controlled by Ring-Chain Tautomerism of 2-Formylbenzoic Acid, Recommanded Product: 4-Methoxy-N-methylaniline, the main research area is hydroxy isobenzofuroalc preparation; alc hydroxy isobenzofurone dynamic covalent reaction; isobenzofurothiol hydroxy preparation; thiol hydroxy isobenzofurone dynamic covalent reaction; isobenzofuroamine hydroxy preparation; amino hydroxy isobenzofurone dynamic covalent reaction.

The development of dynamic covalent reactions (DCRs) of common N-, O-, and S-mononucleophiles by controlling ring-chain tautomerism of 2-formylbenzoic acid was demonstrated. The regulation of distinct dual reactivity of interconverting open aldehyde and cyclic hemiacetal forms, the thermodn. stabilization through chelation and delocalization, as well as the kinetic effect resulting from neighboring group participation, enabled the realization of DCRs of a broad range of alcs. ROH (R = Et, cyclohexyl, Bn, etc.), thiols NHRSH, primary amines RNH2, and secondary amines R1NH (R1 = diethylaminyl, piperidin-1-yl, (4-methoxyphenyl)(methyl)aminyl, etc.) exhibiting high efficiency and fast equilibrium The dynamic nature of the system was verified through component exchange, and the switch of DCRs was achieved through the manipulation of substrate selectivity. The investigation of mechanism shed insights on the dependence of reaction pathways on nucleophiles, laying the foundation for future design and application.

European Journal of Organic Chemistry published new progress about 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, Recommanded Product: 4-Methoxy-N-methylaniline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

DiPucchio, Rebecca C.’s team published research in ChemCatChem in 2019 | CAS: 5961-59-1

ChemCatChem published new progress about Aminoalkylation (hydro-, stereoselective, regioselective). 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.

DiPucchio, Rebecca C. published the artcileExploiting Natural Complexity: Synthetic Terpenoid-Alkaloids by Regioselective and Diastereoselective Hydroaminoalkylation Catalysis, Application In Synthesis of 5961-59-1, the main research area is regioselective diastereoselective hydroaminoalkylation limonene pinene aniline tantalum urea catalyst.

We report a catalytic and atom-economic approach for the addition of N-Me groups to unactivated alkene-containing terpenes to generate a library of synthetic terpenoid-alkaloids. This catalysis was accomplished using Ta(CH2SiMe3)3Cl2 in combination with a new chiral ureate salt, I, for highly chemo-, regio-, and diastereoselective hydroaminoalkylation reactions. The desired products are easily isolated and purified from unreacted starting materials to give aminated terpenes, e.g., II, in one catalytic step. Starting material enantiopurity is completely retained and stereoselective catalysis results give enantiopure products. Absolute stereochem. was determined by X-ray crystallog. and is consistent with regio- and stereoselective alkene insertion into a catalytically active tantallaziridine intermediate.

ChemCatChem published new progress about Aminoalkylation (hydro-, stereoselective, regioselective). 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

 

Nishimura, Rodolfo H. V.’s team published research in Beilstein Journal of Organic Chemistry in 2021 | CAS: 5961-59-1

Beilstein Journal of Organic Chemistry published new progress about Anilines 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.

Nishimura, Rodolfo H. V. published the artcileEfficient N-arylation of 4-chloroquinazolines en route to novel 4-anilinoquinazolines as potential anticancer agents, COA of Formula: C8H11NO, the main research area is halophenyl anilinoquinazoline preparation microwave irradiation green chem antitumor human; chloroquinazoline aniline arylation; 4-anilinoquinazoline; 4-chloroquinazoline; N-arylation; anticancer agents; microwave irradiation.

Microwave-mediated N-arylation of 4-chloroquinazolines in THF/H2O rapidly and efficiently afforded a library of novel 6-halo-2-phenyl-substituted 4-anilinoquinazolines. The methodol. was compatible with numerous ortho-, meta-, and para-substituted N-methylanilines as well as substituted anilines and furnished the corresponding 4-anilinoquinazolines in good yields. Preliminary screening of the synthesized compounds against tumor cells (HCT-116 and T98G) showed promising antiproliferative properties.

Beilstein Journal of Organic Chemistry published new progress about Anilines 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

 

Hu, Zhiye’s team published research in European Journal of Medicinal Chemistry in 2019-11-15 | CAS: 5961-59-1

European Journal of Medicinal Chemistry published new progress about Antitumor agents (drug resistance breast cancer therapies). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Category: isoquinoline.

Hu, Zhiye published the artcileNovel class of 7-Oxabicyclo[2.2.1]heptene sulfonamides with long alkyl chains displaying improved estrogen receptor α degradation activity, Category: isoquinoline, the main research area is estrogen receptor breast cancer selective downregulators SAR; Breast cancer; Estrogen receptor; Long alkyl chains; Selective estrogen receptor downregulators; Structure-activity relationships.

Hormone therapy is widely used in clinic for breast cancer treatment, such as tamoxifen, but long-term use can cause drug resistance. In this regard, a strategy based on small mol.-induced protein degradation, i.e. selective estrogen receptor downregulator (SERD), might be an effective alternative to hormone therapy for breast cancer. However, most of the SERD candidates involve very limited scaffolds and are still in clin. trials, and none of them has been approved for marketing. In this study, a series of novel 7-oxabicyclo[2.2.1]heptene sulfonamide (OBHSA) derivatives with long alkyl chains were identified as novel SERDs. We found that the position and the length of alkyl side chain have significant effect on the biol. activity of the SERD compounds and with the six-carbon side chain was the best. Among them, compounds 23a and 36 displayed potent inhibitory activity against MCF-7 breast cancer cell line with IC50 values of 0.84μM and 0.77μM, resp., as well as excellent ERα degradation activity. Primary mechanism study indicated that the degradation of ERα is mediated through proteasome-mediated process. Flow cytometry anal. of apoptosis of 36 suggested that the effect of this type compounds on MCF-7 cells is associated with apoptosis. As such, these compounds have shown potential to become promising leads for the development of highly efficient SERDs for drug-resistance breast cancer therapies.

European Journal of Medicinal Chemistry published new progress about Antitumor agents (drug resistance breast cancer therapies). 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

 

Zhu, Xiancui’s team published research in Dalton Transactions in 2022 | CAS: 5961-59-1

Dalton Transactions published new progress about 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, HPLC of Formula: 5961-59-1.

Zhu, Xiancui published the artcileSynthesis of rare-earth metal complexes with a morpholine-functionalized β-diketiminato ligand and their catalytic activities towards C-O and C-N bond formation, HPLC of Formula: 5961-59-1, the main research area is rare earth morpholine functionalized beta diketiminato complex preparation; crystal structure rare earth morpholine functionalized beta diketiminato complex; alcoholysis aminolysis catalyst rare earth morpholine beta diketiminato complex.

Unusual tridentate β-diketiminato rare-earth metal chlorides LRECl(μ-Cl)2Li(THF)2 (RE = Y (1a), Yb (1b), and Lu (1c); L = MeC(NDipp)CHC(Me)N(CH2)2NC4H8O; Dipp = 2,6-iPr2C6H3) and the corresponding dialkyl complexes LRE(CH2SiMe3)2 (RE = Y (2a), Yb (2b), and Lu (2c)) were prepared by reaction of a morpholine-functionalized β-diketiminato proligand HL with anhydrous RECl3 and rare-earth metal trialkyl complexes RE(CH2SiMe3)3(THF)2, resp. In 1 and 2, the morpholine moiety displayed a stable chair conformation and the resulting ligand coordinated to the rare-earth metal ion in a [NNN]-tridentate chelating fashion. Further these dialkyl complexes showed high activity towards the catalytic formation of C-O and C-N bonds in the alcoholysis of isothiocyanates and aminolysis of epoxides. A series of O-thiocarbamate derivatives were achieved in good to excellent yields by reaction of various alcs. with aromatic and aliphatic-substituted isothiocyanates at room temperature In addition, under solvent-free conditions, the ring-opening reaction of terminal and internal epoxides with arylamines yielded the corresponding β-amino alcs. with excellent regioselectivity. More importantly, a novel β-diketiminato/anilido yttrium alkyl complex LY(NHDipp)(CH2SiMe3) (5a) was isolated and characterized by the stoichiometric reaction of 2a with diisopropylaniline.

Dalton Transactions published new progress about 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, HPLC of Formula: 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Peng, Xiang’s team published research in Molecules in 2020 | CAS: 5961-59-1

Molecules published new progress about Aldehydes 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, Quality Control of 5961-59-1.

Peng, Xiang published the artcileFe-catalyzed decarbonylative alkylative spirocyclization of N-arylcinnamamides: access to alkylated 1-azaspirocyclohexadienones, Quality Control of 5961-59-1, the main research area is arylcinnamamide aldehyde decarbonylative alkylative spirocyclization; azaspirocyclohexadienone preparation; aldehyde; alkylation; cinnamamide; decarbonylation; spirocyclization.

For the convenient introduction of simple linear/branched alkyl groups into biol. important azaspirocyclohexadienones, a practical Fe-catalyzed decarbonylative cascade spirocyclization of N-aryl cinnamamides with aliphatic aldehydes to provide alkylated 1-azaspirocyclohexadienones was developed. Aliphatic aldehydes were oxidative decarbonylated into primary, secondary and tertiary alkyl radicals conveniently and allows for the subsequent cascade construction of dual C(sp3)-C(sp3) and C=O bonds via radical addition, spirocyclization and oxidation sequence.

Molecules published new progress about Aldehydes 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, Quality Control of 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Wu, Rongpei’s team published research in Organic & Biomolecular Chemistry in 2021 | CAS: 5961-59-1

Organic & Biomolecular Chemistry published new progress about Aldehydes 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, Safety of 4-Methoxy-N-methylaniline.

Wu, Rongpei published the artcileB(C6F5)3-catalyzed tandem protonation/deuteration and reduction of in situ-formed enamines, Safety of 4-Methoxy-N-methylaniline, the main research area is tertiary amine preparation chemoselective regioselective; aldehyde amine protonation deuteration reduction tris pentafluorophenyl borane catalyst.

A highly efficient B(C6F5)3-catalyzed tandem protonation/deuteration and reduction of in situ-formed enamines in the presence of water and pinacolborane was developed. Regioselective β-deuteration of tertiary amines was achieved with high chemo- and regioselectivity. D2O was used as a readily available and cheap source of deuterium. Mechanistic studies indicated that B(C6F5)3 could activate water to promote the protonation and reduction of enamines.

Organic & Biomolecular Chemistry published new progress about Aldehydes 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, Safety of 4-Methoxy-N-methylaniline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Shi, Shuai’s team published research in Nature Communications in 2021-12-31 | CAS: 5961-59-1

Nature Communications published new progress about Aldehydes 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, Recommanded Product: 4-Methoxy-N-methylaniline.

Shi, Shuai published the artcileThree-component radical homo Mannich reaction, Recommanded Product: 4-Methoxy-N-methylaniline, the main research area is ester ketone amide gamma amino preparation; aldehyde ketone photochem homo Mannich amine thiol.

By employing a radical process, enolizable aldehydes were utilized as substrates in the three-component radical homo-Mannich reaction for the streamlined synthesis of γ-amino-carbonyl compounds. The electrophilic radicals were generated from thiols HSCHR1C(O)R2 (R1 = H, Me; R2 = Me, EtO, PhCH2O, 1-adamantyl, Et2N, etc.) via the desulfurization process facilitated by visible-light, and then added to the electron-rich double bonds of enamines, formed in-situ from aldehydes or ketones R3CH2C(O)R4 [R3 = H, Et, MeSCH2, Ph, PhCH2, etc., R4 = H; R3 = H, R4 = Ph, 3-FC6H4, etc.; R3R4 = (CH2)5, CH2CHPhCH2CH2, CH2N(CH2Ph)CH2CH2, etc.] and amines R5NHR6 [R5 = Me, R6 = H2C:CHCH2, PhCH2, cyclohexyl, etc.; R5 = PhCH2, R6 = PhCH2, EtO2CCH2, etc.; R5R6 = (CH2)4, CHPh(CH2)3, etc.] to provide the products I in a single step. The broad scope, mild conditions, high functional group tolerance, and modularity of this metal-free approach for the synthesis of complex tertiary amine scaffolds will likely be of great utility to chemists in both academia and industry.

Nature Communications published new progress about Aldehydes 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, Recommanded Product: 4-Methoxy-N-methylaniline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

Chen, Xiao Yun’s team published research in Synlett in 2020-06-30 | CAS: 5961-59-1

Synlett published new progress about Alkynes, α- 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, HPLC of Formula: 5961-59-1.

Chen, Xiao Yun published the artcileGreen H2O-Promoted Solvent-Free Synthesis of Enaminocarbonyl Compounds with High Stereoselectivity from Electron-Deficient Terminal Alkynes, HPLC of Formula: 5961-59-1, the main research area is enaminocarbonyl preparation diastereoselective green chem solvent free; terminal alkyne amine hydroamination.

A green H2O-promoted solvent-free hydroamination of electron-deficient terminal alkynes with amines has been developed. All secondary amines, including aliphatic and aromatic amines, gave the corresponding (E)-enamines in good to excellent yields, whereas primary aromatic amines afforded Z-configured products in moderate yields. Propiolates, propyn-1-ones, propynamides, and 1-(ethynylsulfonyl)-4-methylbenzene were explored in this Michael addition

Synlett published new progress about Alkynes, α- 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, HPLC of Formula: 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem