14354-89-3

Basic information

• Product Name: 2(1H)-Quinolinone, 3,4-dihydro-4,4-diphenyl-
• CAS NO: 14354-89-3
• Molecular Formula: C21H17NO
• Molecular Weight: 299.372
• Mol File: 14354-89-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2(1H)-Quinolinone, 3,4-dihydro-4,4-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(1H)-Quinolinone, 3,4-dihydro-4,4-diphenyl-(14354-89-3)
• EPA Substance Registry System: 2(1H)-Quinolinone, 3,4-dihydro-4,4-diphenyl-(14354-89-3)

Safety Data

• Hazardous Substances Data: 14354-89-3(Hazardous Substances Data)

Upstream product

• 4226-74-8 β,β-Diphenylacrylanilide 
• 7342-02-1 3-phenylpropynoic acid phenylamide 
• 1493-13-6 trifluorormethanesulfonic acid 
• 858446-22-7 3,3,3-triphenyl-propionohydroxamic acid 
• 900-91-4 3,3,3-triphenylpropionic acid 
• 71-43-2 benzene 
• 93501-17-8 N-Phenyl-2-bromo-3,3-diphenylpropanamide 

Downstream Products

• 5855-57-2 4-phenyl-2-quinolinone 

Relevant articles and documents

Visible-Light Induced C(sp2)?H Amidation with an Aryl–Alkyl σ-Bond Relocation via Redox-Neutral Radical–Polar Crossover

We report an approach for the intramolecular C(sp2)?H amidation of N-acyloxyamides under photoredox conditions to produce δ-benzolactams with an aryl-alkyl σ-bond relocation. Computational studies on the designed reductive single electron transfer strategy led us to identify N-[3,5-bis(trifluoromethyl)benzoyl] group as the most effective amidyl radical precursor. Upon the formation of an azaspirocyclic radical intermediate by the selective ipso-addition with outcompeting an ortho-attack, radical–polar crossover was then rationalized to lead to the rearomative ring-expansion with preferential C?C bond migration.

Revisiting Arene C(sp2)?H Amidation by Intramolecular Transfer of Iridium Nitrenoids: Evidence for a Spirocyclization Pathway

Two mechanistic pathways, that is, electrocyclization and electrophilic aromatic substitution, are operative in most intramolecular C?H amination reactions proceeding by metal nitrenoid catalysis. Reported here is an alternative mechanistic scaffold leading to benzofused δ-lactams selectively. Integrated experimental and computational analysis revealed that the reaction proceeds by a key spirocyclization step followed by a skeletal rearrangement. Based on this mechanistic insight, a new synthetic route to spirolactams has been developed.

Reactions of N-phenylamide and phenyl (thio)esters of 3-phenylpropiolic acid with benzene under superelectrophilic activation

N-Phenylamide and phenyl (thio)esters of 3-phenylpropiolic acid add benzene in the presence of CF3SO3H or AlX3 (X = Cl, Br) to give 4,4-diphenyl-3,4-dihydroquinolin-2-one, 4,4-diphenyl-3,4- dihydrocoumarin, and 4,4-dipheny