52939-90-9

Basic information

• Product Name: 3-Amino-3-(4-methylphenyl)-1-phenyl-2-propen-1-one
• Synonyms: 3-Amino-3-(4-methylphenyl)-1-phenyl-2-propen-1-one
• CAS NO: 52939-90-9
• Molecular Formula: C₁₆H₁₅NO
• Molecular Weight: 237.3
• Mol File: 52939-90-9.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Amino-3-(4-methylphenyl)-1-phenyl-2-propen-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Amino-3-(4-methylphenyl)-1-phenyl-2-propen-1-one(52939-90-9)
• EPA Substance Registry System: 3-Amino-3-(4-methylphenyl)-1-phenyl-2-propen-1-one(52939-90-9)

Safety Data

• Hazardous Substances Data: 52939-90-9(Hazardous Substances Data)

Upstream product

• 20080-09-5 3-(4-methylphenyl)-5-phenyl-4,5-dihydroisoxazole 
• 100-42-5 styrene 
• 3235-02-7 p-methylbenzaldehyde oxime 
• 98-86-2 acetophenone 
• 122-00-9 para-methylacetophenone 
• 96475-75-1 4‐methylacetophenone oxime acetate 
• 611-73-4 Benzoylformic acid 
• 2089-33-0 4-methylacethophenone oxime 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 1092459-96-5 1-(1-azido-2-iodoethyl)-4-methylbenzene 
• 89108-49-6 1-(1-azidovinyl)-4-methyl benzene 
• 106-49-0 p-toluidine 
• 120-46-7 1,3-diphenylpropanedione 
• 104-85-8 para-methylbenzonitrile 

Downstream Products

• 25855-99-6 1-(4-methylphenyl)-3-phenyl-1,3-propanedione 
• 1025784-74-0 (Z)-3-(4-methylphenyl)-1-phenyl-3-(phenylamino)prop-2-en-1-one 
• 16112-34-8 (1H)-1,5-diphenyl-3-(p-methylphenyl)pyrazole 
• 29329-38-2 5-phenyl-3-(p-tolyl)isoxazole 

Relevant articles and documents

Asymmetric Aza-Diels-Alder Reactions of in Situ Generated β,β-Disubstituted α,β-Unsaturated N-H Ketimines Catalyzed by Chiral Phosphoric Acids

A novel asymmetric synthesis of dihydropyridinones with vicinal quaternary stereocenters has been realized by asymmetric aza-Diels-Alder reactions of 3-amido allylic alcohols with oxazolones enabled by chiral phosphoric acid catalysis. A series of aryl/alkyl- and alkyl/alkyl-disubstituted 3-amido allylic tertiary alcohols and 4-substituted oxazolones could be well tolerated in these reactions, producing dihydropyridinones with excellent diastereoselectivities and high enantioselectivities. Mechanistic study and control experiments were performed to shed light on the reaction mechanism, in which a configurationally defined β,β-disubstituted α,β-unsaturated N-H ketimine was proposed as the key intermediate.

Metal-Free Method for Direct Synthesis of Functionalized β-Ketoenamines

A new method for direct synthesis of β-ketoenamines was developed by a BF3·OEt2-catalyzed cyclization of 1-iodoalkyne and α-keto acid followed by an amine-mediated ring-opening in one pot. Its metal-free conditions allowed the easy synthesis of those products bearing the transition metal-sensitive functional groups. Its three-component process achieved wide range of functionalized products.

Synthesis of enaminones via copper-catalyzed decarboxylative coupling reaction under redox-neutral conditions

A novel copper-catalyzed C(sp3)-H oxidative functionalization of aromatic oxime acetates with α-oxocarboxylic acids was reported. This process involved N-O/C-C bond cleavages and C-C bond formations to furnish substituted enaminones under redox-neutral conditions. The oxime acetates served as both reactants and internal oxidants. Furthermore, this transformation also features good functional group tolerance and needs no ligands or additional bases.