10258-13-6

Usage

Uses

Used in Pharmaceutical Industry:
N-phenyldihydroquinolinone is used as an intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with potential therapeutic applications.
Used in Organic Compounds Synthesis:
As a member of the dihydroquinolinone family, N-phenyldihydroquinolinone is utilized in the synthesis of organic compounds, leveraging its chemical reactivity to form a range of products with diverse applications.
Used in Antimicrobial Agents Production:
Due to its versatile chemical structure, N-phenyldihydroquinolinone is employed in the production of antibacterial and antiviral drugs, where it plays a crucial role in the development of effective treatments against infectious diseases.

Upstream product

• 2879-89-2 N,N-diphenyl-β-alanine 
• 930-21-2 2-azetidinone 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 4295-36-7 2,3-dihydroquinolin-4(1H)-one 
• 122-39-4 diphenylamine 
• 292638-85-8 acrylic acid methyl ester 
• 696-62-8 para-iodoanisole 
• 23112-60-9 4-oxo-1-phenyl-1,4-dihydroquinoline-3-carboxylic acid 
• 247940-06-3 CyJohnPhos 
• 69490-18-2 N,N-diphenyl-β-alanine nitrile 
• 56-23-5 tetrachloromethane 
• 75-15-0 carbon disulfide 
• 10026-13-8 phosphorus pentachloride 
• 2680-03-7 N,N-Dimethylacrylamide 

Downstream Products

• 119686-93-0 1,2-dihydro-4-hydroxy-1-phenyl-3-quinolinecarboxylic acid, ethyl ester 
• 102590-50-1 6-bromo-3-(4-dimethylamino-anilino)-1-phenyl-1H-quinolin-4-one 
• 113115-04-1 1-phenyl-2,3-dihydro-1H-quinolin-4-one-[4]pyridylhydrazone 
• 10247-63-9 bis-(1-phenyl-2,3-dihydro-1H-quinolin-4-ylidene)-hydrazine 
• 106477-46-7 6-bromo-1-phenyl-2,3-dihydro-1H-quinolin-4-one 
• 40695-01-0 1-phenyl-1,4-dihydroquinolin-4-one 
• 107522-72-5 (1-phenyl-2,3-dihydro-1H-[4]chinolyLiDene)-malononitrile 
• 102888-69-7 3-(4-dimethylamino-anilino)-1-phenyl-1H-quinolin-4-one 
• 102749-84-8 3-(4-dimethylamino-benzylidene)-1-phenyl-2,3-dihydro-1H-quinolin-4-one 
• 113751-34-1 3-[2]quinolylmethylene-1-phenyl-2,3-dihydro-1H-quinolin-4-one 

Relevant academic research and scientific papers

Divergent Synthesis of Quinolones and Dihydroepindolidiones via Cu(I)-Catalyzed Cyclization of Anilines with Alkynes

A unique and efficient method for one-pot synthesis of diverse 4-quinolones from simple and readily available primary anilines and alkynes via Cu(I)-catalyzed direct cyclization has been developed. The (thio)phenols were also found to visible substrates for this reaction. Moreover, an unprecedented synthesis of dihydroepindolidiones has been demonstrated by using secondary anilines as the versatile substrates.

A C-N insertion of β-lactam to benzyne: Unusual formation of acridone

Intermolecular insertion of benzyne into the C-N bond of a β-lactam is described. This σ-insertion is followed by ring expansion that produces dihydroquinolinone, which rapidly reacts with an additional benzyne unit to afford an acridone through intramolecular C-C bond formation to the carbonyl group and rapid elimination of ethylene.

Palladium-catalyzed decarboxylative coupling of quinolinone-3-carboxylic acids and related heterocyclic carboxylic acids with (Hetero)aryl halides

An efficient and practical decarboxylative cross-coupling reaction of quinolin-4(1H)-one 3-carboxylic acids with (hetero)aryl halides has been established. Under a bimetallic system of PdBr2 and silver carbonate, the protocol proved to be general, and a variety of 3-(hetero)aryl 4-quinolinones and related heterocycles, such as 3-aryl-1,8-naphthyridin-4(1H)- ones, 3-arylcoumarins, 3-arylquinolin-2(1H)-ones, and 2-arylchromones, can be prepared in good to excellent yields.

Formation of acridones by ethylene extrusion in the reaction of arynes with β-lactams and dihydroquinolinones

N-Unsubstituted β-lactams react with a molecule of aryne by insertion into the amide bond to form a 2,3-dihydroquinolin-4-one, which subsequently reacts with another molecule of aryne to form an acridone by extrusion of a molecule of ethylene. 2,3-Dihydroquinolin-4-ones react under the same reaction conditions to afford identical results. This is the first example of ethylene extrusion in aryne chemistry.

New approach to the synthesis of 1,2,3,4-tetrahydroquinolin-4-ones

The reaction of aromatic amines with complexes of N,N-dimethylacrylamide and N,N-dimethylmethacrylamide with trifluoromethanesulfonic anhydride leads to the formation of tetrahydro-4-quinolones and 3-methyltetrahydro-4-quinolones respectively. 1997 Plenum Publishing Corporation.