Day: November 17, 2022

Jha, Anand Mohan published the artcileOligosaccharides as green catalyst for one-pot multicomponent synthesis of spirooxindole derivatives in water, Formula: C9H10O3, the main research area is isatin isatoic anhydride amine cyclodextrin catalyst multicomponent reaction; spiroindolequinazoline preparation green chem; amine benzaldehyde isatoic anhydride cyclodextrin catalyst multicomponent reaction; phenyl quinazolinone preparation green chem.

A one pot synthetic methodol. was developed towards multicomponent synthesis of spiro[indoline-3,2′- quinazoline]-2,4′(3’H)-dione from isatoic anhydride, isatin and primary amines in aqueous medium via supramol. catalysis. An untapped potential of β-Cyclodextrin to mediate multicomponent reactions in aqueous medium was revealed. Developed protocol was further verified by extrapolating the synthetic protocol using different isatin derivatives and amine analogs. In other synthetic scheme, some compounds were synthesized by reaction of various substituted benzaldehydes, Isatoic anhydride and primary amines. Synthesized library of compounds were further characterized using various spectroscopic techniques. During all the synthetic process, the catalytic efficiency of cyclodextrin was exploited. Efficiency of all the three forms of cyclodextrins were tested to find the best reaction for synthesis of spiro compounds The usefulness of β-cyclodextrin was proved by showing its reusability. The essential role of β-cyclodextrin in the synthetic methodol. was further proved by doing the control experiments which showed that no product was formed in the absence of catalyst. The attachment of reactant mol. was also proved by doing 1H NMR of reaction mixture at different time interval in D2O. On the basis of observation, a plausible mechanistic pathway of reaction was proposed. Other two forms of cyclodextrins were also eliminated on the ground of their insuitability in the formation of desired product. Catalyst recovery procedure was established and was used without any significant loss of catalytic activity upto 5 times.

International Journal of Life Science and Pharma Research published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Formula: C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Li, Kangkang published the artcileInvestigation of NNN Pincer Ruthenium(II) Complexes with a Pendant Hydroxyl Group for N-Monomethylation of amines and Nitroarenes by Methanol, Recommanded Product: 4-Methoxy-N-methylaniline, the main research area is hydroxy trinitrogen NNN pincer ruthenium preparation crystal mol structure; monomethylation amine nitroarene methanol hydroxy trinitrogen pincer ruthenium catalyzed.

A family of air- and moisture-stable NNN pincer ruthenium(II) complexes with a pendant OH were developed, which exhibit unprecedented high reactivity and selectivity in N-monomethylation of amines and nitroarenes using methanol. The study reveals adopting the combination of 1H-pyrazole-1-yl and 3,5-dimethyl-4-hydroxyethyl-1H-pyrazol-1-yl as the two assistant arms of the pyridyl-backbone is a suitable choice. The mechanism study discloses that, during the catalytic cycle, dehydrogenation of methanol to form formaldehyde is a fast and reversible step.

ChemCatChem published new progress about Amines 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

Xu, Haiwei published the artcileDesign and synthesis of novel butenolide derivatives and inducing apoptosis in gastric cancer cells, Computed Properties of 86-51-1, the main research area is uncinine preparation antitumor gastric cancer; morpholinomethylbutenolide preparation diastereoselective antitumor apoptosis structure activity.

A new method of preparation for natural product uncinine was reported. According to the method, a series of novel butenolides derivatives I (X = O, CH2, NCH3), II (R = Me, OMe, n = 0, 1) and III [R1 = phenylmethylidene, thiophen-2-ylmethylidene, [3-fluoro-4-(4-methylpiperazin-1-yl)phenyl]methylidene, etc.] were designed and synthesized based on the natural product Uncinine. Most of the synthetic compounds showed significant antiproliferation activity against MGC-803. Among of them, III [R1 = (4-tert-butylphenyl)methylidene] (IV) showed a potent anticancer effect with IC50 of 2.9μmol/L in gastric cancer cell MGC803 and showed good selectivity to gastric cancer cells MGC803, HGC27, SGC7901 and less cytotoxicity in a normal gastric epithelial cell line (GES1). The research on the mol. level suggests that the mechanism of compound IV inducing apoptosis in gastric cancer cells is partially dependent on activation of caspase-9/3.

Youji Huaxue published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Computed Properties of 86-51-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Gonzalez-Lainez, Miguel published the artcileN-Methylation of Amines with Methanol Catalyzed by Iridium(I) Complexes Bearing an N,O-Functionalized NHC Ligand, Category: isoquinoline, the main research area is iridium complex imidazolylidenelutidine polydentate ligand preparation catalyst methylation aniline; crystal structure iridium complex containing imidazolylidenelutidine polydentate ligand; mol structure iridium complex containing imidazolylidenelutidine polydentate ligand.

A set of neutral [IrBr(L2)(κC-tBuImCH2PyCH2OMe)] and cationic [Ir(L2)(κ2C,N-tBuImCH2PyCH2OMe)]PF6 (L2 = cod, (CO)2) Ir(I) compounds featuring a flexible lutidine-derived polydentate ligand having NHC and -OMe as donor functions were evaluated as catalyst precursors for the N-methylation of aniline using MeOH both as a reducing agent and a C1 source. The carbonyl complexes are somewhat more active than the related diene compounds with the neutral compound [IrBr(CO)2(κC-tBuImCH2PyCH2OMe)] being the more active. A range of aromatic primary amines, including heterocyclic amines, were selectively transformed into the corresponding N-methylamino derivatives using this catalyst at a low catalyst loading (0.1 mol %) and substoichiometric amounts of Cs2CO3 (half equiv) as a base, in MeOH at 423 K. For aliphatic primary amines, selective N,N-dimethylation was achieved under the same catalytic conditions. The unselective deprotonation of the methylene linkers in [IrBr(CO)2(κC-tBuImCH2PyCH2OMe)] affords two isomeric neutral complexes featuring a coordinated dearomatized pyridine core, which were converted into [Ir(OMe)(CO)2(κC-tBuImCH2PyCH2OMe)] upon addition of MeOH. This compound undergoes thermal activation of a C-H bond of the tert-Bu group to give the cyclometalated Ir(I) complex [Ir(CO)2{κ2C,C-(-CH2Me2C-ImCH2PyCH2OMe)}] featuring a bidentate C,C-coordinated NHC ligand. Mechanistic studies support a borrowing H mechanism proceeding through Ir(I) intermediates with the methoxo complex as the catalytic active species and the cyclometalated complex as the catalyst resting state. D labeling experiments demonstrated that both species are in equilibrium under catalytic conditions, which is consistent with the exhibited catalytic activity of the cyclometalated complex.

Organometallics published new progress about Amines 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

Adusumalli, Krishna M. S. published the artcileMe3Al-mediated domino nucleophilic addition/intramolecular cyclisation of 2-(2-oxo-2-phenylethyl)benzonitriles with amines: A convenient approach for the synthesis of substituted 1-aminoisoquinolines, Application of 4-Methoxy-N-methylaniline, the main research area is aminoisoquinoline preparation trimethylaluminum reagent; benzonitrile amine tandem nucleophilic addition intramol cyclization trimethylaluminum; 1-aminoisoquinolines; 2-(2-oxo-2-phenylethyl)benzonitriles; CWJ-a-5; intramolecular cyclisation; nucleophilic addition.

A simple and efficient protocol for the construction of 1-aminoisoquinolines was achieved by treating 2-(2-oxo-2-phenylethyl)benzonitriles with amines in the presence of Me3Al. The reaction proceeds via a domino nucleophilic addition with subsequent intramol. cyclization. This method provides a wide variety of substituted 1-aminoisoquinolines with good functional group tolerance. Furthermore, the synthetic utility of this protocol was demonstrated in the successful synthesis of the antitumor agent CWJ-a-5, I, on a gram scale.

Beilstein Journal of Organic Chemistry published new progress about Amines 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, Application of 4-Methoxy-N-methylaniline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Khan, Irfan published the artcileA versatile pre and post Ugi modification for the synthesis of natural product inspired fused peptide-carboline scaffolds as potential anti-leishmanial agents, Name: 4-Methoxyphenylacetic acid, the main research area is natural product synthesis peptide carboline peptidomimetic anti leishmanial agent; leishmanicidal structure activity amastigote promastigote cytotoxicity mol docking pharmacokinetic; amine amino acid isocyanide aldehyde Ugi reaction antiamastigote activity; drug design toxicity carcinogenicity.

A series of novel β-carboline-peptide/tetrahydro-β-carbolines-peptide has been synthesized via natural product inspired mol. hybridization approach. All the hybrids were examined for their anti-leishmanial potential. Most of the screened derivatives exhibited significant in vitro anti-leishmanial activity against promastigote and intracellular amastigotes (IC50 ranging from 2.43 to 7.61μM) than the control, miltefosine (IC50 = 8.2μM), with less cytotoxicity in comparison to the standard drugs (sodium stibogluconate, and miltefosine). Compound (I) was also able to inhibit Leishmania donovani TR (LdTR). A mol. modeling study based on docking and subsequent binding free energy evaluation was carry out in the active site of LdTR to understand their possible binding site. Our results show that prepared β-carboline-peptide/tetrahydro-β-carbolines-peptide represent a new structural lead for anti-leishmanial chemotherapy.

ChemistrySelect published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Name: 4-Methoxyphenylacetic acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Duan, Peng published the artcileConstruction of Fluorinated Amino Acid Derivatives via Cobalt-Catalyzed Oxidative Difunctionalization of Cyclic Ethers, Quality Control of 5961-59-1, the main research area is trifluoromethyl amino acid ester preparation diastereoselective; amine cyclic ether ethyl trifluoropyruvate oxidative difunctionalization cobalt catalyst.

A new synthetic method for the efficient construction of novel fluorinated γ-amino acid esters I (n = 1, 2; R = H, Me; R1 = methyl(phenyl)aminyl, 1,2,3,4-tetrahydroquinolin-1-yl, 1H,2H,3H-pyrrolo[2,3-b]pyridin-1-yl, etc.) via difunctionalization of the α- and β-sites of cyclic ethers such as THF, tetrahydropyran, 2-methyloxolane and 2,3-dihydrofuran, by employing a CoBr2/m-CPBA catalyst system was demonstrated. Several cyclic ethers were transformed in combination with a vast range of amines such as 4-methylaniline, thiomorpholine, tetrahydroquinoline, etc. and Et trifluoropyruvate into the desired products I under mild conditions, making this method a practical platform to enrich the library of fluorinated amino acid derivatives from cost-effective and readily available feedstocks.

Organic Letters published new progress about Amines 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

To, Tuong A. published the artcileIron-catalyzed one-pot sequential transformations:synthesis of quinazolinones via oxidative Csp3-H bond activation using a new metal-organic framework as catalyst, SDS of cas: 104-01-8, the main research area is iron catalyst preparation; quinazolinone green preparation; phenylacetic acid aminobenzamide tandem activation cyclization iron catalyst; diamine phenylacetic acid tandem activation cyclization iron catalyst.

A new mixed-linker iron-based MOF VNU-21 [Fe3(BTC)(EDB)2·12.27H2O] was synthesized via mixed-linker synthetic strategy using 1,3,5-benzenetricarboxylic acid, 4,4′-ethynylenedibenzoic acid and FeCl2. The VNU-21 was consequently used as a recyclable heterogeneous catalyst in the one-pot synthesis of quinazolinones I [R = H, 2-Me, 4-Br, etc.; R1 = H, 7-Me, 6-F, etc.] via two steps under oxygen atm. The synthetic scheme involved iron-catalyzed oxidative Csp3-H bond activation to achieve decarboxylation of phenylacetic acids and succeeding metal-free oxidative cyclization with 2-aminobenzamides. The VNU-21 was more effective than a series of heterogeneous and homogeneous catalysts. It was possible to reutilized the iron-based framework without a considerable deterioration in catalytic performance.

Journal of Catalysis published new progress about Amides Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, SDS of cas: 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Cheng, Wei-Chieh published the artcileFurther insights on structural modifications of muramyl dipeptides to study the human NOPD2 stimulating activity, Category: isoquinoline, the main research area is muramyl dipeptide structural modification human NOPD2 stimulating activity; dipeptide muramyl synthesis Staudinger reaction Click chem; Click chem azide alkyne cycloaddition copper catalyst; Biological activity; Innate immunity; Muramyl dipeptide (MDP); NOD2; Peptidoglycan; Structure activity relationship.

A series of muramyl dipeptide (MDP) analogs with structural modifications at the C4 position of MurNAc and on the D-iso-glutamine (isoGln) residue of the peptide part were synthesized. The C4-diversification of MurNAc was conveniently achieved by using CuAAC click strategy to conjugate an azido muramyl dipeptide precursor with structurally diverse alkynes. D-Glutamic acid (Glu), replaced with isoGln, was applied for the structural diversity through esterification or amidation of the carboxylic acid. In total, 26 MDP analogs were synthesized and bio-evaluated for the study of human NOD2 stimulation activity in the innate immune response. Interestingly, MDP derivatives with an ester moiety are found to be more potent than reference compound MDP itself or MDP analogs containing an amide moiety. Among the varied lengths of the alkyl chain in ester derivatives, the MDP analog bearing the D-glutamate dodecyl (C12) ester moiety showed the best NOD2 stimulation potency.

Chemistry – An Asian Journal published new progress about Alkynes Role: RCT (Reactant), RACT (Reactant or Reagent). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Ramesh, Vinay Bapu published the artcileRh(III)-Catalyzed Distal C-H Alkenylation of Weakly Coordinating Acetamides Via Desilylation Pathway, Safety of 4-Methoxyphenylacetic acid, the main research area is alkenylphenylacetamide regioselective diastereoselective preparation; rhodium catalyst directed regioselective stereoselective alkenylation arylacetamide arylethynylsilane; substituent deuterium kinetic isotope effect regioselective alkenylation arylacetamide arylethynylsilane; mechanism rhodium catalyzed regioselective stereoselective alkenylation arylacetamide arylethynylsilane.

In the presence of [Cp*RhCl2]2 , pivalic acid, and AgSbF6, arylacetamides such as PhCH2CONHi-Pr underwent regioselective and diastereoselective alkenylation with arylethynylsilanes RCCSiMe3 (R = Ph, 4-MeC6H4, 2-MeC6H4, 4-t-BuC6H4, 4-FC6H4, 3-FC6H4, 2-BrC6H4, 4-ClC6H4, 1-naphthyl, 2-thienyl, 4-MeOC6H4) to yield ortho-alkenylphenylacetamides such as I (R = Ph, 4-MeC6H4, 2-MeC6H4, 4-t-BuC6H4, 4-FC6H4, 3-FC6H4, 2-BrC6H4, 4-ClC6H4, 1-naphthyl, 2-thienyl, 4-MeOC6H4). The effect of substitution on the arylacetamide moiety and the deuterium kinetic isotope effect were determined, deuterium labeling experiments were performed, and a silylalkenylarylacetamide intermediate was isolated to provide evidence for the mechanism of the reaction; the in situ-generated rhodium species is likely to be Lewis acidic and to play a role in the desilylation step.

Advanced Synthesis & Catalysis published new progress about Alkenylation catalysts, stereoselective (regioselective). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Safety of 4-Methoxyphenylacetic acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem