965-01-5

Upstream product

• 87769-44-6 6-(4-methoxyphenyl)-2,2-dimethyl-4H-1,3-dioxin-4-one 
• 62-53-3 aniline 
• 22027-50-5 methyl 3-(4-methoxybenzoyl)acetate 
• 55991-69-0 5-(4-methoxyphenyl)-2,3-dihydro-2,3-furandione 
• 103-71-9 phenyl isocyanate 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 2881-83-6 ethyl 4-methoxybenzoylacetate 
• 100-65-2 N-Phenylhydroxylamine 
• 173019-85-7 3-bromo-1-(4-methoxyphenyl)propyne 
• 100-09-4 4-methoxybenzoic acid 
• 100-07-2 4-methoxy-benzoyl chloride 
• 495-18-1 Benzohydroxamic acid 
• 19226-36-9 3-phenyl-5H-1,4,2-dioxazol-5-one 

Downstream Products

• 757951-26-1 (Z)-3-amino-3-(4-methoxyphenyl)-N-phenylacrylamide 
• 1387590-51-3 2-(4-methoxybenzoyl)-N-phenylacrylamide 
• 1387590-06-8 (R)-2-(4-methoxybenzoyl)-N-phenyloxirane-2-carboxamide 
• 1393463-29-0 2-(4-methoxybenzoyl)-N-phenyloxirane-2-carboxamide 
• 37118-72-2 2-hydroxy-4-(4-methoxyphenyl)quinoline 
• 37118-73-3 2-chloro-4-(4-methoxyphenyl)quinoline 
• 37118-72-2 4-(p-methoxyphenyl)-2-(1H)-quinolinone 

Relevant academic research and scientific papers

1,4,2-Dioxazol-5-ones as Isocyanate Equivalents: An Efficient Synthesis of 2-Quinolinones via β-Keto Amides

Under thermal conditions, 1,4,2-dioxazol-5-ones are known to undergo decarboxylation followed by Lossen's rearrangement to yield isocyanates. Described herein is the in situ trapping of the resulting isocyanates with carbon nucleophiles to synthesize β-keto amides. Furthermore, a general and mild method for the conversion of the resulting β-keto amides into quinolin-2-ones is reported.

A Facile Synthesis of 5-Phenyl-Dibenzo[b, g][1,8]Napthyridines

The Vilsmeier Haack heterocyclization of 2-aryl amino-4-phenyl quinolines quinoline yielded the hitherto unknown 5-phenyl-dibenzo[b,g][1,8]naphthyridines in quantitative yield. The synthesis of aryl amines was achieved by the action of anilines on 2-chloro-4-phenyl quinoline, which in turn was sourced through the combes reaction of benzoyl acetanilides.

Silver(I)-catalyzed tandem approach to β-oxo amides

A facile and efficient AgI-catalytic approach is reported for the first time to synthesize β-oxo amides from β-oxo esters a with broad substrate scope in good to excellent yields. Crossover and in situ NMR studies confirmed that the reaction occurred through a new pathway and not by the traditional condensation reaction. The key advantages of this method are the readily available starting materials, the air-stable reaction, the simple protocol, and the environmental friendliness. A new, catalytic approach to the synthesis of β-oxo amides from β-oxo esters with a broad substrate scope in good to excellent yields was developed. In situ NMR spectroscopy and crossover experiments confirmed the reaction mechanism.

Copper-Catalyzed Aerobic Oxidations of 3-N-Hydoxyaminoprop-1-ynes to Form 3-Substituted 3-Amino-2-en-1-ones: Oxidative Mannich Reactions with a Skeletal Rearrangement

Cu-catalyzed aerobic oxidations of readily available 3-N-hydroxyaminopro-1-ynes with water, alcohols, or thiols to form diverse 3-substituted 3-amino-2-en-1-ones are described. The utility of this catalysis is manifested by a wide scope of applicable N-hydroxyl propargylamines and nucleophiles, thus enabling the design of one-pot cascade or two-step sequential reactions. Besides synthetic significances, such oxidative Mannich reactions are mechanistically interesting because structurally reorganized products were obtained. Our mechanistic studies reveal that the aerobic oxidations involve initial formation of nitrone intermediates, followed by the attack of nucleophiles. Herein, water and MeOH implement the conversion of nitrone intermediates to reaction products in two distinct pathways. Go Mannich! Cu-catalyzed aerobic oxidations of 3-N-hydroxyaminopro-1-ynes with water, alcohols, or thiols to form diverse 3-substituted 3-amino-2-en-1-ones are reported (see scheme). Such oxidative Mannich reactions are mechanistically interesting, because structurally reorganized products were obtained.

Highly enantioselective epoxidation catalyzed by cinchona thioureas: Synthesis of functionalized terminal epoxides bearing a quaternary stereogenic center

A brilliant debut! Cinchona thioureas have been reported for the first time as catalysts in the area of asymmetric oxidations. They efficiently promote an unprecedented highly enantioselective epoxidation of deactivated 1,1-disubstituted alkenes to terminal epoxides containing a quaternary stereogenic center (see scheme). Copyright

Synthesis and evaluation of 4-aryl-2(1H)-quinolinones as potent amyloid β fibrillogenesis inhibitors

4-Aryl-2(1H)-quinolinones were synthesized and evaluated in vitro as inhibitors of Aβ1-42 fibrillogenesis using a thioflavin T fluorescence method. The most potent anti-aggregating molecules (4b and 5c) were found among the derivatives bearing OH and/or OMe groups at C-4' (R4) and/or C-6 (R2) of the 4-aryl-2(1H)-quinolinone moiety. Furthermore, the derivative bearing 4'-F substituent (4f) proved to be a very active inhibitor.

Design, synthesis and structure-activity relationships of azole acids as novel, potent dual PPAR α/γ agonists

The design, synthesis and structure-activity relationships of a novel series of N-phenyl-substituted pyrrole, 1,2-pyrazole and 1,2,3-triazole acid analogs as PPAR ligands are outlined. The triazole acid analogs 3f and 4f were identified as potent dual PPARα/γ agonists both in binding and functional assays in vitro. The 3-oxybenzyl triazole acetic acid analog 3f showed excellent glucose and triglyceride lowering in diabetic db/db mice.

Highly efficient synthesis of β-amino acid derivatives via asymmetric hydrogenation of unprotected enamines

A direct asymmetric hydrogenation of unprotected enamino esters and amides is described. Catalyzed by Rh complexes with Josiphos-type chiral ligands, this method gives β-amino esters and amides in high yield and high ee (93-97% ee). No acyl protection/deprotection is required. Copyright

REACTION OF 2,2-DIMETHYL-6-ARYL-1,3-DIOXIN-4-ONES WITH AROMATIC AMINES AND o-PHENYLENEDIAMINE

N-Arylaroylacetamides and 4-aryl-1,5-benzodiazepin-4-ones were obtained by the thermolysis of 2,2-dimethyl-6-aryl-1,3-dioxin-4-ones in the presence of aromatic amines and o-phenylenediamine respectively.Investigetion of the reaction kinetics showed that the controlling stage is the generation of the aroylketenes, which takes place by a concerted -retrocycloaddition mechanism.