Day: November 10, 2022

Zhao, Junyan published the artcileIntramolecular Dehydrogenative Coupling Approach to 2-Oxindoles Using Fe(OAc)2/NaI/Na2S2O8, Quality Control of 5961-59-1, the main research area is oxindone preparation intramol dehydrogenative coupling aniline dicarbonyl.

Oxindole units are common structures that are featuring in natural products and drugs. A novel method for synthesizing 2-oxindoles from 1,3-dicarbonyl compounds based on ferrous salt and iodide catalyst was described. Using Fe(OAc)2/NaI/Na2S2O8, various 2-alkyl-3-phenylamino-3-oxopropanoates, bearing fluoro, chloro, bromo, alkyl, alkoxy, trifluoromethyl, cyano etc. on the benzene ring were converted smoothly into 2-oxindoles.

European Journal of Organic Chemistry published new progress about C-H bond formation. 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

Titova, Yu. A. published the artcile4-(Het)aryl-4,7-dihydroazolopyrimidines and Their Tuberculostatic Activity, Name: 2,3-Dimethoxybenzaldehyde, the main research area is dihydrotriazolopyrimidine preparation antituberculosis SAR; dihydropyrazolopyridine preparation antituberculosis SAR.

Structural analogs of a promising antituberculous agent, dihydro[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylates I [R = Me, OEt, NH2, i-BuO, OBn; R1 = 2-thienyl, 3-thienyl, 2-O2NC6H4, 4-CO2HC6H4, 2,3-di-MeOC6H4] and Et 6-methyl-4-(thiophen-2-yl)-4,7-dihydro-2H-pyrazolo[3,4-b]pyridine-5-carboxylate were synthesized by three-component condensations of various aromatic or hetarom. aldehydes with several β-dicarbonyl compounds (CH acids) and 1H-1,2,4-triazol-5-amine or 1H-pyrazol-5-amine. The obtained compounds were evaluated for tuberculostatic activity and structure-activity relations were analyzed. Among the synthesized compounds, compound I [R = OEt; R1 = 2-O2NC6H4] proved to be most promising compound

Russian Journal of Organic Chemistry published new progress about Aryl aldehydes 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, Name: 2,3-Dimethoxybenzaldehyde.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Zhang, Zhiguo published the artcileStraightforward synthesis of biologically valuable nonsymmetrical malonamides under mild conditions, Name: 4-Methoxy-N-methylaniline, the main research area is nonsym malonamide regioselective preparation; isocyanate ketoamide nucleophilic addition deacetylation sequence.

A flexible and atom-economical method was developed for efficient preparation of nonsym. malonamides RNHCOCH2CONR1R2 [R = Et, cyclohexyl, Bn, etc.; R1 = Me, Ph, Bn, etc.; R2 = H, Me] from com. or readily available isocyanates and β-ketoamides. These substrates delivered a series of nonsym. malonamides in good to excellent yields via a MgCl2-mediated nucleophilic addition/deacetylation sequence in the presence of a base in an alc. solvent. Salient merits of this chem. include step-economy, ease of work-up, mild conditions, broad substrate scope, functional group tolerance and scalability. The high efficiency and practicability enabled rapid access to diverse precursors of malonamides for use in pharmaceuticals.

Green Chemistry published new progress about Amides, oxo 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, Name: 4-Methoxy-N-methylaniline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Feng, Guidong published the artcileCross-dehydrogenative coupling of 3,6-dihydro-2H-pyrans with 1,3-dicarbonyls and aryl moieties, Safety of 1,3-Dimethoxybenzene, the main research area is dicarbonyl compound dihydropyran indium catalyst regioselective oxidative alkylation; arene dihydropyran indium catalyst regioselective oxidative arylation.

An indium-catalyzed oxidative C-H alkylation and arylation of 4-substituted 3,6-dihydro-2H-pyrans (DHPs) using dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) as the oxidant was developed. The mild and modular cross-dehydrogenative coupling reaction exhibited a broad scope with respect to both DHPs and nucleophilic 1,3-dicarbonyl moieties as well as aryl rings rapidly providing 2,4-disubstituted DHPs bearing diverse patterns of functionalization at the α-position.

Tetrahedron Letters published new progress about Alkylation catalysts, regioselective. 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Safety of 1,3-Dimethoxybenzene.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Buckley, Aoife M. published the artcileDirhodium Carboxylate Catalysts from 2-Fenchyloxy or 2-Menthyloxy Arylacetic Acids: Enantioselective C-H Insertion, Aromatic Addition and Oxonium Ylide Formation/Rearrangement, Synthetic Route of 104-01-8, the main research area is dirhodium carboxylate preparation; arylacetic acid diazocarbonyl compound addition reaction; tetrahydrothiopyran preparation enantioselective diastereoselective; diazooxosulfone carbon hydrogen insertion rhodium catalyst; Aromatic Addition; Carbenoids; C−H Insertion; Diazo Compounds; Rhodium Catalysis.

A new class of dirhodium carboxylate catalysts I (Ar = Ph, naphthalen-2-yl, 4-bromophenyl, etc.; R = 1,3,3-trimethylbicyclo[2.2.1]heptan-2-yl, menthyl) have been designed and synthesized from 2-fenchyloxy or 2-menthyloxy arylacetic acids ArC(OR)COOH which display excellent enantioselectivity across a range of transformations of α-diazocarbonyl compds ArC(=N2)C(O)Ot-Bu. The catalysts were successfully applied to enantioselective C-H insertion reactions of aryldiazoacetates and α-diazo-β-oxosulfones R1(CH2)4S(O)OC(=N2)C(O)R2 (R1 = Ph, octyl, 4-fluorophenyl, etc.; R2 = Me, Bn, Ph) and Me 2-((cyclohexylethyl)sulfonyl)-2-diazoacetate affording the resp. products II and Me (1R,4aS,8aR)-octahydro-1H-isothiochromene-1-carboxylate 2,2-dioxide in up to 93% ee with excellent trans diastereoselectivity in most cases. Furthermore, efficient desymmetrization in an intramol. C-H insertion was achieved. In addition, these catalysts prove highly enantioselective for intramol. aromatic addition with up to 88% ee, and Me 2-diazo-3-(2-allyloxyphenyl)-3-oxopropionate formation and rearrangement with up to 74% ee.

ChemCatChem published new progress about Diastereoselective synthesis. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Synthetic Route of 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Li, Zhen published the artcileLigand-Enabled C-H Hydroxylation with Aqueous H2O2 at Room Temperature, Safety of 4-Methoxyphenylacetic acid, the main research area is benzoic phenylacetic acid hydroxylation hydrogen peroxide carboxyl pyridone ligand; carbon hydrogen bond activation palladium catalyst.

With the large number of Pd(II)-catalyzed C-H activation reactions of native substrates developed in the past decade, the development of catalysts to enable the use of green oxidants under safe and practical conditions has become an increasingly important challenge. Notably, the compatibility of Pd(II) catalysts with sustainable aqueous H2O2 has been a long-standing challenge in catalysis including Wacker-type oxidations Authors report herein a bifunctional bidentate carboxyl-pyridone (CarboxPyridone) ligand that enables room-temperature Pd-catalyzed C-H hydroxylation of a broad range of benzoic and phenylacetic acids with an industry-compatible oxidant, aqueous hydrogen peroxide (35% H2O2). The scalability of this methodol. is demonstrated by a 1000 mmol scale reaction of ibuprofen (206 g) using only a 1 mol % Pd catalyst loading. The utility of this protocol is further illustrated through derivatization of the products and synthesis of polyfluorinated natural product coumestan and pterocarpene from phenol intermediates prepared using this methodol.

Journal of the American Chemical Society published new progress about C-H bond activation. 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

Tanaka, Tsukushi published the artcileChemoselective Catalytic α-Oxidation of Carboxylic Acids: Iron/Alkali Metal Cooperative Redox Active Catalysis, Related Products of isoquinoline, the main research area is tetramethyl piperidinyl oxy arylacetic acid preparation chemoselective; carboxylic acid piperidinyloxy tetramethyl enolization iron catalyst.

Chemoselective catalytic activation of carboxylic acid for a 1e- radical process is described. The α-oxidation of a variety of carboxylic acids HOC(O)CH2R (R = 4-methylphenyl, 2H-1,3-benzodioxol-5-yl, thiophen-3-yl, etc.), which preferentially undergo undesired decarboxylation under radical conditions, proceeded efficiently under the optimized conditions. Chemoselective enolization of carboxylic acid was also achieved even in the presence of more acidic carbonyls. Extensive mechanistic studies revealed that the cooperative actions of iron species and alkali metal ions derived from 4 Å mol. sieves substantially facilitated the enolization. For the first time, catalytic enolization of unprotected carboxylic acid was achieved without external addition of stoichiometric amounts of Bronsted base. The formed redox-active heterobimetallic enediolate efficiently coupled with free radical TEMPO, providing synthetically useful α-hydroxy and keto acid derivatives R3OC(O)CH(OR2)R (R2 = 2,2,6,6-tetramethylpiperidin-1-yl, 4-hydroxy-2,2,6,6-tetramethylpiperidin-1-yl, 2,2,6,6-tetramethyl-4-(prop-2-yn-1-yloxy)piperidin-1-yl, 2,2,6,6-tetramethyl-4-(methylcarbonylamino)piperidin-1-yl; R3 = H, Me).

Journal of the American Chemical Society published new progress about Aromatic esters Role: SPN (Synthetic Preparation), PREP (Preparation). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Pu, Xiang published the artcileDoubly stereoconvergent construction of vicinal all-carbon quaternary and tertiary stereocenters by Cu/Mg-catalyzed propargylic substitution, Recommanded Product: 1-Methylurea, the main research area is alkyl acetyl benzyl phenyl pentynoate preparation diastereoselective enantioselective; propargyl carbonate keto ester propargylic substitution copper magnesium catalyst.

Here a doubly stereoconvergent, Cu/Mg-catalyzed asym. propargylic substitution reaction to convert simple starting materials to products with vicinal tertiary and all-carbon quaternary stereocenters in high yields and excellent diastereo- and enantioselectivities was reported. Both the nucleophiles and the electrophiles employed in this transformation were racemic. This reaction uses earth abundant metal catalysts, operates under ambient conditions and demonstrated broad substrate scope. The products of this reaction were functional group rich and synthetically versatile. Key to the success of this development was the devise of a Cu/Mg dual catalytic system and the identification of a bulky tridentate pyridinebisimidazoline (PyBim) ligand.

Nature Communications published new progress about Diastereoselective synthesis. 598-50-5 belongs to class isoquinoline, name is 1-Methylurea, and the molecular formula is C2H6N2O, Recommanded Product: 1-Methylurea.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Nugent, Thomas C. published the artcileNoncovalent Bifunctional Organocatalysts: Powerful Tools for Contiguous Quaternary-Tertiary Stereogenic Carbon Formation, Scope, and Origin of Enantioselectivity, COA of Formula: C11H12O3, the main research area is Michael product Mannich reaction products stereoselective crystal structure.

Relying on the assembly of com. available catalyst building blocks, highly stereocontrolled quaternary carbon (all carbon substituted) formation has been achieved with unmatched substrate diversity. For example, the in situ assembly of a tricomponent catalyst system allows α-branched aldehyde addition to nitroalkene or maleimide electrophiles (Michael products), while addition to an α-iminoester affords Mannich reaction products. Very good yields are observed and for fifteen of the eighteen examples 96-99 % ee is observed Using racemic α-branched aldehydes, two contiguous (quaternary-tertiary) stereogenic centers can be formed in high diastereo- and enantiomeric excess (eight examples) via an efficient in situ dynamic kinetic resolution, solving a known shortcoming for maleimide electrophiles in particular. The method is of practical value, requiring only 1.2 equiv of the aldehyde, a 5.0 mol % loading of each catalyst component, for example, O-tBu-L-threonine (O-tBu-L-Thr), sulfamide, DMAP or O-tBu-L-Thr, KOH, and room temperature reactions. As a highlight, the first demonstration of ethylisovaleraldehyde (7) addition is disclosed, providing the most congested quaternary stereogenic carbon containing succinimide product (8) known to date. Finally, mechanistic insight, via DFT calculations, support a noncovalent assembly of the catalyst components into a bifunctional catalyst, correctly predict two levels of product stereoselectivity, and suggest the origin of the tricomponent catalyst system’s exceptionality: an alternative hydrogen bond motif for the donor-acceptor pair than currently suggested for non-assembled catalysts.

Chemistry – A European Journal published new progress about Crystal structure. 1205-17-0 belongs to class isoquinoline, name is 2-Methyl-3-(3,4-methylenedioxyphenyl)propionaldehyde, and the molecular formula is C11H12O3, COA of Formula: C11H12O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Cai, Mengke published the artcileEvaluation of antimicrobial activity of Pterocarpus extracts, Application In Synthesis of 104-01-8, the main research area is Pterocarpus Populus Coriolus Gloeophyllum extract antimicrobial.

Pterocarpus is one of the most widely used timber resources on the market. But the utilization rate has been low. In order to improve the utilization of Pterocarpus processing residue, as well as explore the reason of its good decay-resistance. In this study, the antifungal mechanism of Peterocarpes spp., aqueous extracts and ethanol extracts of three Pterocarpus species were studied. The antimicrobial active factors were analyzed by gas chromatog.-mass spectrometry. Italian poplar (Populus euramevicana cv. I-214) wood was immersed in the extracts and then inoculated with both Coriolus versicolor and Gloeophyllum trabeum. The antimicrobial properties of the extracts were studied, and the mechanism underlying these properties were analyzed using gas chromatog.-mass spectrometry. The results showed that the yield of ethanol extracts from the three Pterocarpus species was significantly higher than that of aqueous extracts Pterocarpus soyauxii and Pterocarpus macarocarpus produced the highest yield of ethanol extracts (28.59%) and aqueous extracts (14.31%), resp. With increasing concentrations, the antimicrobial activities of aqueous extracts of Pterocarpus angolensis and Pterocarpus macarocarpus gradually increased, while the antimicrobial activity of other extracts remained constant Gas chromatog.-mass spectrometry anal. identified a considerable number of phenols, ketones, amines, and aromatic compounds in all extracts, which is consistent with their antimicrobial activity and suggests synergism among the chems.

Industrial Crops and Products published new progress about Amines Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Application In Synthesis of 104-01-8.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem