106015-75-2

Basic information

• Product Name: 2(1H)-Quinolinone, 4-(4-fluorophenyl)-
• CAS NO: 106015-75-2
• Molecular Formula: C15H10FNO
• Molecular Weight: 239.249
• Mol File: 106015-75-2.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 2(1H)-Quinolinone, 4-(4-fluorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(1H)-Quinolinone, 4-(4-fluorophenyl)-(106015-75-2)
• EPA Substance Registry System: 2(1H)-Quinolinone, 4-(4-fluorophenyl)-(106015-75-2)

Safety Data

• Hazardous Substances Data: 106015-75-2(Hazardous Substances Data)

Upstream product

• 19226-36-9 3-phenyl-5H-1,4,2-dioxazol-5-one 
• 495-18-1 Benzohydroxamic acid 
• 19591-17-4 o-iodoacetanilide 
• 459-57-4 4-fluorobenzaldehyde 
• 732306-64-8 bis(4-fluorophenyl)iodonium triflate 
• 75230-49-8 N′-(1-(4-fluorophenyl)ethylidene)-4-methylbenzenesulfonohydrazide 
• 124-38-9 carbon dioxide 
• 615-43-0 2-iodophenylamine 
• 24393-50-8 ethyl 4-fluorocinnamate 
• 62-53-3 aniline 
• 106015-74-1 3-(4-fluorophenyl)-3-oxo-N-phenylpropanamide 
• 610-14-0 2-nitrobenzyl chloride 
• 120303-62-0 (4-fluorophenyl)(2-nitrophenyl)methanone 
• 3800-06-4 2-amino-4'-fluorobenzophenone 

Downstream Products

• 120301-16-8 2-(1-piperazinyl)-4-(4-fluorophenyl)quinoline 
• 120301-18-0 2-(4-Benzyl-piperazin-1-yl)-4-(4-fluoro-phenyl)-quinoline 
• 120301-22-6 4-(4-Fluoro-phenyl)-2-(4-methyl-piperazin-1-yl)-quinoline; hydrochloride 
• 105189-06-8 2-(4-Ethyl-piperazin-1-yl)-4-(4-fluoro-phenyl)-quinoline; hydrochloride 
• 105188-98-5 2-[4-(2-hydroxyethyl)-1-piperazinyl]-4-(4-fluorophenyl)quinoline dihydrochloride 
• 105189-03-5 2-[4-(3-hydroxypropyl)-1-piperazinyl]-4-(4-fluorophenyl)quinoline 
• 105189-21-7 2-chloro-4-(4-fluorophenyl)quinoline 

Relevant articles and documents

4-Aryl-2-quinolones via a domino heck reaction/cyclization process

The reaction of methyl β-(o-acetamidophenyl)acrylates with aryl iodides in the presence of Pd(OAc)2 and KOAc in DMF at 120 °C affords 4-aryl-2-quinolones in allowable to good yields.

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.

Palladium Catalyzed Direct Acylation of Iodo-Acetanilides/Iodo-Phenyl Acetates: Domino One-Pot Synthesis of 2-Quinolinones

Pd-catalyzed direct acylation reaction of iodoacetanilides/iodophenyl acetates with aldehydes is presented. Simple, bench-top aldehydes were used as non-toxic acylating agents. This protocol comprises direct coupling with aldehydes without activating the carbonyl group and without directing group assistance. The strategy was applied to a domino one-pot synthesis of 2-quinolinones through acylation and intramolecular aldol condensation. Significantly, the strategy was extended to the domino one-pot synthesis of drugs and bioactive compounds.