Tag: M.W=100-150

Paul, Dipankar published the artcileA facile iron-catalyzed dual C-C bond cleavage: an approach towards triarylmethanes, HPLC of Formula: 151-10-0, the main research area is triarylmethane preparation; benzyl substituted diketone nucleophile dual bond cleavage iron catalyst.

A facile iron-catalyzed dual C-C bond cleaving reaction involving 1,3-dicarbonyl units along with electron-rich and sterically bulky arenes as efficient carbon-based leaving groups was developed. The scope of the dual C-C bond breaking reaction was studied in detail using a range of nucleophiles to synthesize sym. triarylmethanes in good to excellent yields. The intermediate of the reaction was isolated which was formed via the initial Csp3-Csp3 bond cleavage and subsequently converted the intermediate to the final product via the Csp3-Csp2 bond cleavage. A notable difference in the leaving aptitudes of the two carbon-based leaving groups perceived during the study enabled us to develop an application of the dual C-C bond breaking reaction for the synthesis of unsym. triarylmethanes in a stepwise manner. To improve the synthetic utility, a one-pot procedure to generate unsym. triarylmethanes via sequential C-C bond breaking reactions were also fashioned . In addition to studying a novel dual C-C bond breaking reaction and providing a hint to the mechanistic pathway, the application molded from the study for the synthesis of sym. and especially unsym. triarylmethanes may render value to the present work.

New Journal of Chemistry published new progress about 1,3-Dicarbonyl compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, HPLC of Formula: 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Wang, Liang published the artcileTandem trifluoromethylthiolation and cyclization of N-aryl-3-butenamides with AgSCF3: divergent access to CF3S-substituted 3,4-dihydroquinolin-2-ones and azaspiro[4,5]dienones, Quality Control of 5961-59-1, the main research area is quinolinone dihydro preparation; spiro cyclohexadienone pyrrolidinone preparation; butenamide aryl divergent trifluoromethylthiolation cyclization silver trifluoromethanethiolate.

An AgSCF3-mediated tandem trifluoromethylthiolation and cyclization of N-aryl-3-butenamides I (R1 = H, 2-F, 4-F3C, 3-Cl, 3,4-benzo, etc.; R2 = Me, PhCH2) has been developed. It showed divergent reactivities and enabled the selective syntheses of CF3S-substituted 3,4-dihydroquinolin-2-ones II and azaspiro[4,5]dienones III. The selectivity was achieved through different cyclization pathways of a CF3S-substituted alkyl radical intermediate. This method provides a useful tool for the synthesis of CF3S-substituted N-heterocyclic compounds

Organic Chemistry Frontiers published new progress about Alkadienones Role: SPN (Synthetic Preparation), PREP (Preparation) (cyclic). 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

Yang, Zongfan published the artcileMetallosalphen-Based 2D Covalent Organic Frameworks with an Unprecedented tju Topology via K-Shaped Two-in-One Monomers, Product Details of C8H10O2, the main research area is preparation transition metal salphen covalent organic framework topol condensation; transition metal salphen COF photocatalytic bromination methyl phenyl ether.

Increasing research interest was raised in two-dimensional covalent organic frameworks (2-dimensional COFs) probably due to their intriguing structural features and versatile functions. However, due to the relatively limited configuration of precursors, the documented 2-dimensional COFs to date were limited to only nine topologies which greatly restricts their development. Herein, the authors newly designed and synthesized three K-shaped two-in-one building units (Ni-Salphen, Cu-Salphen, and Zn-Salphen), which not only feature a special configuration distinguished from the reported monomers but also integrate metallosalphen functional moieties. Self-polycondensation of these K-shaped monomers facilely afforded three new metallosalphen-based COFs (Ni-Salphen-COF, Cu-Salphen-COF, and Zn-Salphen-COF) with an unprecedented tju topol. (tju = Tianjin University) that does not exist in the database of ToposPro. Regarding to the densely and uniformly distributed metallosalphens in the skeletons, the photocatalytic bromination performance of the three COFs were further investigated. Among them, Ni-Salphen-COF exhibited the highest performance on both conversion efficiency (>99%) and selectivity (>90%).

Chemistry of Materials published new progress about Alkyl aryl ethers, aryl Me Role: RCT (Reactant), RACT (Reactant or Reagent). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Product Details of C8H10O2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Richards, Kenza published the artcileEco-Friendly Methodology for the Formation of Aromatic Carbon-Heteroatom Bonds by Using Green Ionic Liquids, HPLC of Formula: 151-10-0, the main research area is haloarene green preparation melted ferric chloride ionic liquid; DFT-HF calculation; aromatic electrophilic substitution; ionic liquids; mixed melted salts; sustainable chemistry.

A new sustainable method is reported for the formation of aromatic carbon-heteroatom bonds under solvent-free and mild conditions (no co-oxidant, no strong acid and no toxic reagents) by using a new type of green ionic liquid The bromination of methoxy arenes was chosen as a model reaction. The reaction methodol. is based on only using natural sodium bromine, which is transformed into an electrophilic brominating reagent within an ionic liquid, easily prepared from the melted salt FeCl3 hexahydrate. Bromination reactions with this in-situ-generated reagent gave good yields and excellent regioselectivity under simple and environmentally friendly conditions. To understand the unusual bromine polarity reversal of sodium bromine without any strong oxidant, the mol. structure of the reaction medium was characterized by Raman and direct infusion electrospray ionization mass spectroscopy (ESI-MS). An extensive computational investigation using d. functional theory methods was performed to describe a mechanism that suggests indirect oxidation of Br- through new iron adducts. The versatility of the methodol. was successively applied to nitration and thiocyanation of methoxy arenes using KNO3 and KSCN in melted hexahydrated FeCl3.

Chemistry – A European Journal published new progress about Alkyl aryl ethers, aryl Me Role: RCT (Reactant), RACT (Reactant or Reagent). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, HPLC of Formula: 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Ding, Wen published the artcileChemical Constituents of the Essential Oil Extracted from Dalbergia Tsoi, Recommanded Product: 1,3-Dimethoxybenzene, the main research area is Dalbergia essential oil elemicin methyl eugenol benzaldehyde.

Dalbergia tsoi Merr. et Chun is a leguminous and Dalbergia vine plant, which is now only found in Hainan Province. The main stem oil constituents include elemicin (39.9%), Me eugenol (14.3%), benzaldehyde (12.0%), cinnamaldehyde, and ( E )-(8.9%) and ( Z )-Me isoeugenol (6.1%), see Table 1. Its composition is similar to that of Dalbergia pinnata (Lour.) Prain and Dalbergia benthami Prain. They are often used to treat bruises, knife wounds, burns, and snakebites. It can also be used externally, such as for bites. D. tsoi is one of the representatives of the ”jiangzhenxiang”. A detailed anal. of the essential oil extracted from D. tsoi is reported here for the first time as a short communication.

Chemistry of Natural Compounds published new progress about Alcohols Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 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

Croft, Rosemary A. published the artcileCatalytic Friedel-Crafts Reactions on Saturated Heterocycles and Small Rings for sp3-sp2 Coupling of Medicinally Relevant Fragments, COA of Formula: C8H10O2, the main research area is heterocycle saturated nucleophile Lewis acid Friedel Crafts reaction catalyst; cyclobutane nucleophile Lewis acid Friedel Crafts reaction catalyst; diaryl geminal preparation.

Gem-Diarylheterocycles display a wide range of biol. activity. Here we present a systematic study into the formation of 4- to 6-membered O- and N-heterocycles and cyclobutanes bearing the diaryl motif through a catalytic Friedel-Crafts reaction from the corresponding benzylic alcs. 3,3-Diaryltetrahydrofurans, 4,4-diaryltetrahydropyrans, 3,3-diarylpyrrolidines, 4,4-diaryl-piperidines, as well as diarylcyclobutanes are examined, with results for 3,3-diaryloxetanes and 3,3-diarylazetidines presented for comparison. Three catalytic systems are investigated for each substrate [Ca(II), Li(I) and Fe(III)], across preinstalled aromatic groups of differing electronic character. In most cases examined, the diaryl product is obtained directly from the alc. with good yields using the most appropriate catalyst system. In the absence of a nucleophile, the olefins from the 5- and 6-membered substrates by elimination of water are obtained under the same reaction conditions.

European Journal of Organic Chemistry published new progress about Alkenes Role: SPN (Synthetic Preparation), PREP (Preparation) (Heterocyclic). 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

Wang, Ming-Ming published the artcileOxidative Fluorination of Cyclopropylamides through Organic Photoredox Catalysis, Category: isoquinoline, the main research area is oxidative ring opening fluorination cyclopropylamide cyclobutylamide organic photoredox catalysis; aminocyclopropanes; benzophenone; fluorination; photocatalysis; ring-opening.

We report an oxidative ring-opening strategy to transform cyclopropylamides and cyclobutylamides into fluorinated imines. The imines can be isolated in their more stable hemiaminal form, with the fluorine atom installed selectively at the γ or δ position. Both inexpensive benzophenone with UVA light or organic and inorganic dyes with blue light could be used as photoredox catalysts to promote this process. Various fluorinated amines were then obtained by nucleophilic attack on the hemiaminals in one pot, giving access to a broad range of useful building blocks for medicinal chem.

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

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Reed-Berendt, Benjamin G. published the artcileManganese-Catalyzed One-Pot Conversion of Nitroarenes into N-Methylarylamines Using Methanol, Related Products of isoquinoline, the main research area is methyl arylamine preparation; nitroarene methanol transfer hydrogenation condensation manganese catalyst.

A manganese-catalyzed one-pot conversion of nitroarenes into N-methylarylamines has been developed. This transfer hydrogenation method employs a well-defined bench stable Mn PN3P pincer precatalyst in combination with methanol as both the reductant and the C1 source. A selection of com. available nitroarenes was converted into N-methylarylamines in synthetically useful yields.

European Journal of Organic Chemistry published new progress about Aromatic amines Role: SPN (Synthetic Preparation), PREP (Preparation) (N-Me). 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

Wang, Lin published the artcilePalladium-Catalyzed Methylation of Nitroarenes with Methanol, Synthetic Route of 5961-59-1, the main research area is nitroarene methanol green imidazole monophosphine palladium catalyst chemoselective methylation; methyl arylamine preparation; N-methylation; functionalization; methanol; monophosphines; reaction mechanism.

A procedure for the synthesis of N-methyl-arylamines directly from nitroarenes using methanol as green methylating agent was developed. The key to success is the use of a specific catalyst system consisting of palladium acetate and the ligand 1-[2,6-bis(isopropyl)phenyl]-2-[tert-butyl(2-pyridinyl)phosphino]-1H-Imidazole (I). The generality of this protocol is demonstrated in the synthesis of more than 20 N-methyl-arylamines under comparably mild conditions. Combining this novel methodol. with subsequent coupling processes using the same catalyst allows for efficient diversification of aromatic nitro compounds to a broad variety of amines including drug mols.

Angewandte Chemie, International Edition published new progress about Aromatic amines Role: SPN (Synthetic Preparation), PREP (Preparation) (N-Me). 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

Uehara, Ayaka published the artcileDirect and Selective C-H Carbamoylation of (Hetero)aromatics with TMSOTf-Activated Carbamoyl Chloride, Recommanded Product: 1,3-Dimethoxybenzene, the main research area is regioselective carbamoylation aromatic heteroaromatic trimethylsilyl triflate carbamoyl chloride.

Exploiting trimethylsilyl trifluoromethanesulfonate as Lewis acid, (hetero)aromatics underwent regioselective and direct carbamoylation. The method is based on the in situ generation of a highly electrophilic carbamoyl triflate active species. Thus, e.g., resorcinol di-Me ether + dimethylcarbamoyl chloride → 2,4-dimethoxy-N,N-dimethylbenzamide (80%) in presence of TMSOTf in MeNO2.

European Journal of Organic Chemistry published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation) (heteroaromatic). 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