Tag: M.W=100-150

Dam, Jean published the artcileCeric Ammonium Sulfate (CAS) Mediated Oxidations of Benzophenones Possessing a Phenolic Substituent for the Synthesis of Xanthones and Related Products, Related Products of isoquinoline, the main research area is xanthone preparation ceric ammonium sulfate oxidation phenolic benzophenone.

Work previously published by our group described novel methodol. for the synthesis of xanthones and related products from phenolic benzophenones in a reaction mediated by ceric ammonium sulfate (CAS). In this paper we further explore this novel reaction by subjecting an addnl. set of phenolic benzophenones to CAS to afford a range of compounds, including xanthones, 9H-xanthen-2,9(4aH)-diones, 3H-spiro[benzofuran-2,1′-cyclohexa[2,5]diene]-3,4′-diones, and biaryl compounds A comparison of these reactions with the more commonly used oxidant ceric ammonium nitrate (CAN) was also conducted. Based on these results, greater insight into the reaction mechanism has been gained. In addition, the conversion of the synthesized xanthen-2,9(4aH)-diones to xanthones by treatment with sodium dithionite is described.

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

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Eisenreich, Fabian published the artcileDirect C-H Trifluoromethylation of (Hetero)Arenes in Water Enabled by Organic Photoredox-Active Amphiphilic Nanoparticles, Formula: C8H10O2, the main research area is amphiphilic polymer catalyst preparation recyclability; arene togni reagent polymer catalyst photochem regioselective trifluoromethylation; trifluoromethyl arene preparation green chem; enzyme mimics; green chemistry; nanoparticles; photoredox catalysis; trifluoromethylation.

It was shown that trifluoromethyl groups can be readily installed into a broad range of organic compounds by using water as the reaction medium and light as the energy source. To bypass solubility obstacles, robust water-soluble polymeric nanoparticles that accommodate reagents and photocatalysts within their hydrophobic interior under high local concns was developed. By taking advantage of the high excited state reduction potential of N-phenylphenothiazine (PTH) through UV light illumination, the direct C-H trifluoromethylation of a wide array of small organic mols. was achieved selectively with high substrate conversion. Key to the approach was slowing down the production of CF3 radicals during the chem. process by reducing the catalyst loading as well as the light intensity, thereby improving effectiveness and selectivity of this aqueous photocatalytic method. Furthermore, the catalyst system showed excellent recyclability and can be fueled by sunlight. The method proposed here is versatile, widely applicable, energy efficient, and attractive for late-stage introduction of trifluoromethyl groups into biol. active mols.

Chemistry – A European Journal published new progress about Green chemistry. 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Formula: C8H10O2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Kreisel, Tatjana published the artcileModular Generation of (Iodinated) Polyarenes Using Triethylgermane as Orthogonal Masking Group, Safety of 4-Methoxy-N-methylaniline, the main research area is polyarene preparation; triethylgermane preparation; aryl halide preparation; Chemoselectivity; Modular Couplings; Organogermanes; Palladium(I) Dimers; Polyarenes.

Herein, a complementary modular coupling approach to the widely employed Suzuki coupling strategy of boron containing precursors, which relied on organogermane containing building blocks as key orthogonal functionality and an electrophilic (rather than nucleophilic) unmasking event paired with air-stable PdI dimer based bond construction was disclosed. This allowed to significantly shorten the reaction times for the iterative coupling steps and/or to close gaps in the accessible compound space, enabling straightforward access also to iodinated compounds

Angewandte Chemie, International Edition published new progress about Condensation reaction. 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

Karmel, Caleb published the artcileIridium-Catalyzed Silylation of C-H Bonds in Unactivated Arenes: A Sterically Encumbered Phenanthroline Ligand Accelerates Catalysis, Formula: C8H10O2, the main research area is phenanthroline ligand iridium catalyzed silylation unactivated arene.

We report a new system for the silylation of aryl C-H bonds. The combination of [Ir(cod)(OMe)]2 and 2,9-Me2-phenanthroline (2,9-Me2-phen) catalyzes the silylation of arenes at lower temperatures and with faster rates than those reported previously, when the hydrogen byproduct is removed, and with high functional group tolerance and regioselectivity. Inhibition of reactions by the H2 byproduct is shown to limit the silylation of aryl C-H bonds in the presence of the most active catalysts, thereby masking their high activity. Anal. of initial rates uncovered the high reactivity of the catalyst containing the sterically hindered 2,9-Me2-phen ligand but accompanying rapid inhibition by hydrogen. With this catalyst, under a flow of nitrogen to remove hydrogen, electron-rich arenes, including those containing sensitive functional groups, undergo silylation in high yield for the first time, and arenes that underwent silylation with prior catalysts react over much shorter times with lower catalyst loadings. The synthetic value of this methodol. is demonstrated by the preparation of key intermediates in the synthesis of medicinally important compounds in concise sequences comprising silylation and functionalization. Mechanistic studies demonstrate that the cleavage of the aryl C-H bond is reversible and that the higher rates observed with the 2,9-Me2-phen ligand are due to a more thermodynamically favorable oxidative addition of aryl C-H bonds.

Journal of the American Chemical Society published new progress about Benzenoid aromatic compounds Role: PEP (Physical, Engineering or Chemical Process), PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), PROC (Process), RACT (Reactant or Reagent), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Formula: C8H10O2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Zhang, Ming-Zhong published the artcileSynthesis of hydroxyl-containing oxindoles and 3,4-dihydroquinolin-2-ones through Oxone-mediated cascade arylhydroxylation of activated alkenes, Related Products of isoquinoline, the main research area is phenyl acrylamide Oxone promoter regioselective tandem arylhydroxylation green chem; hydroxymethyl oxindole preparation; alkenylamido benzene Oxone diastereoselective regioselective tandem arylhydroxylation green chem; hydroxy dihydroquinolinone preparation.

Herein, the first Oxone-mediated direct arylhydroxylation of activated alkenes were developed for the synthesis of valuable hydroxyl-containing oxindoles and 3,4-dihydroquinolin-2-ones. The products were controlled by adjusting the structure of the initial alkenes. Moreover, the reaction were performed under simple conditions without any external additives or catalysts. Primary mechanistic studies showed that this reaction were a tandem process involving epoxidation and subsequent Friedel-Crafts alkylation, and oxone played a dual role (both the oxidant and proton source) in this process.

Green Chemistry published new progress about Alcohols Role: PRP (Properties), SPN (Synthetic Preparation), 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

Zhang, Mingjun published the artcileGeneration and precise control of sulfonyl radicals: visible-light-activated redox-neutral formation of sulfonates and sulfonamides, Synthetic Route of 5961-59-1, the main research area is arylmethacrylamide dimethylsulfamoyl chloride iridium catalyst photochem sulfonation radical cyclization; sodium dimethyl oxoindolinyl methanesulfonate preparation; alkylsulfamoyl chloride arylmethacrylamide iridium catalyst photochem sulfonation radical cyclization; oxoindolinyl methanesulfonamide preparation.

A protocol for the generation and precise control of the sulfonyl radical from dimethylsulfamoyl chloride was reported. Different kinds of alkyl sulfonates and sulfonamides were efficiently and selectively obtained under redox-neutral conditions by controlling the reactivity of photocatalysts. A mechanism for the generation of sulfamoyl and sulfonate radicals from dimethylsulfamoyl chloride and the followed sulfonation and sulfonamidation were proposed. This reaction system offers a distinct advantage over traditional oxidation or reduction sulfonation methods in not requiring the use of sulfur dioxide, sulfonic acid, a stoichiometric reductant, or a stoichiometric oxidant. Thus, it should be of practical value for the late-stage functionalization of natural products or medicines.

Organic Chemistry Frontiers published new progress about Alkanesulfonates Role: SPN (Synthetic Preparation), 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

Asahara, Haruyasu published the artcileVisible-light-induced phosgenation of amines by chloroform oxygenation using chlorine dioxide, Quality Control of 5961-59-1, the main research area is amine sodium chlorite photochem phosgenation; carbamoyl chloride preparation; alc sodium chlorite photochem phosgenation; carbomylcarbonate preparation.

The visible-light-induced in situ preparation of COCl2 through the oxygenation of chloroform in the presence of chlorine dioxide, which leads to the safe constructions of carbamoyl chlorides with good-to-high yields and wide substrate scopes was reported. In addition, this method can also be applied to the synthesis of various carbonates.

Chemical Communications (Cambridge, United Kingdom) published new progress about Acylation, phosgenation (photochem.). 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

Dobah, Farhaan published the artcileCross-Dehydrogenative Cyclization-Dimerization Cascade Sequence for the Synthesis of Symmetrical 3,3′-Bisoxindoles, SDS of cas: 5961-59-1, the main research area is bisoxindole preparation; oxoalkyl anilide preparation manganese tandem oxidative radical cyclization dimerization.

The synthesis of sym. 3,3′-bisoxindoles from simple acyclic β-oxoanilides were reported. The described method forged three new C-C bonds in a single step via a sequential Mn(OAc)3·2H2O mediated oxidative radical cyclization-fragmentation-dimerization process. The scope of this reaction was demonstrated in the preparation of a variety of 3,3′-bisoxindoles, as well as its application toward the formal synthesis of the Calycanthaceae alkaloid, (±)-folicanthine.

Organic Letters published new progress about Aldehydes 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, SDS of cas: 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Xie, Qiqiang published the artcileAza-Matteson Reactions via Controlled Mono- and Double-Methylene Insertions into Nitrogen-Boron Bonds, Synthetic Route of 5961-59-1, the main research area is aminoborane preparation azaMatteson controlled methylene insertion reaction; aminobutanyldinitrobenzoate preparation crystal structure; mol structure amino butanyldinitrobenzoate; amine secondary borylation; amino alc preparation.

B-homologation reactions represent an efficient and programmable approach to prepare alkylboronates, which are valuable and versatile synthetic intermediates. The typical B-homologation reaction, also known as the Matteson reaction, involves formal carbenoid insertions into C-B bonds. Here the authors report the development of aza-Matteson reactions via carbenoid insertions into the N-B bonds of aminoboranes. By changing the leaving groups of the carbenoids and altering Lewis acid activators, selective mono- and double-methylene insertions can be realized to access various α- and β-B-substituted tertiary amines, resp., from common secondary amines. The derivatization of complex amine-containing bioactive mols., diverse functionalization of the boronate products, and sequential insertions of different carbenoids also were achieved.

Journal of the American Chemical Society published new progress about Boranes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (aminoboranes). 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

Zhen, Xiaohua published the artcileSynthesis of Spirooxindoles from N-Arylamide Derivatives via Oxidative C(sp2)-C(sp3) Bond Formation Mediated by PhI(OMe)2 Generated in Situ, Quality Control of 5961-59-1, the main research area is arylamide oxidative cyclization bond formation dimethoxyiodobenzene; synthesis spirooxindole.

A class of novel spirooxindole compounds I [R = H, Me, OMe, etc.; R1 = Me, iPr, Bu, etc.; X = O, CH2] were readily synthesized, in a metal-free environment, from N-arylamide derivatives II via intramol. oxidative cyclization. Direct oxidative C(sp2)-C(sp3) bond formation was realized with the least-studied PhI(OMe)2 as an oxidant, formed in situ from the reaction between PhIO and MeOH.

Organic Letters published new progress about Oxidative cyclization. 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