827302-78-3

Basic information

• Product Name: 2,3-Pentadienamide, 4-phenyl-N-(phenylmethyl)-
• CAS NO: 827302-78-3
• Molecular Formula: C18H17NO
• Molecular Weight: 263.339
• Mol File: 827302-78-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,3-Pentadienamide, 4-phenyl-N-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Pentadienamide, 4-phenyl-N-(phenylmethyl)-(827302-78-3)
• EPA Substance Registry System: 2,3-Pentadienamide, 4-phenyl-N-(phenylmethyl)-(827302-78-3)

Safety Data

• Hazardous Substances Data: 827302-78-3(Hazardous Substances Data)

Upstream product

• 33992-51-7 1-bromo-3-phenyl-1,2-butadiene 
• 201230-82-2 carbon monoxide 
• 100-46-9 benzylamine 

Downstream Products

• 1442450-59-0 (Z)-N-benzyl-4-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pent-3-(Z)-enamide 
• 1166834-21-4 3-benzyl-6-(1-phenylethyl)-1,3-oxazine-2,4-dione 

Relevant articles and documents

Study on halolactamization-γ-hydroxylation or haloiminolactonization of 2,3-alkadienamides

The reactions of 4-mono- or 4-unsubstituted 2,3-alkadienamides with CuX2 afforded 5-hydroxypyrrol-2(5H)-ones via the sequential lactamization and γ-hydroxylation process in aqueous THF while those of 4,4-disubstituted 2,3-alkadienamides with CuX2 in THF afforded iminolactones in high yields. Iodoiminolactonization and iodolactamization/ γ-hydroxylation were achieved by the corresponding reaction with I 2 in THF at rt. The structures of the products depend on the steric hindrance at the 4-position of the starting allenamides. Relatively electron-rich allenes afforded the corresponding products in much higher yields under milder reaction conditions implying the intramolecular electrophilic nature of the cyclization reaction. Graphical abstract.