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 
• 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 
• 611-73-4 Benzoylformic acid 
• 766-97-2 4-n-methylphenylacetylene 
• 104-85-8 para-methylbenzonitrile 
• 98-86-2 acetophenone 
• 106-49-0 p-toluidine 
• 120-46-7 1,3-diphenylpropanedione 
• 2089-33-0 4-methylacethophenone oxime 
• 96475-75-1 4‐methylacetophenone oxime acetate 

Downstream Products

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

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.

Radical Enamination of Vinyl Azides: Direct Synthesis of N-Unprotected Enamines

An electron-withdrawing-group-generable radical-induced enamination of vinyl azides is reported, which results in a variety of β-functionalized N-unprotected enamines in a stereoselective manner. A plausible mechanism involving an unusual 1,3-H transfer of in situ generated iminyl radical intermediate was proposed on the basis of experimental results and DFT calculations.