95855-21-3

Basic information

• Product Name: 2H-Pyrrol-2-one, 4-benzoyl-1,5-dihydro-5-hydroxy-3,5-diphenyl-
• CAS NO: 95855-21-3
• Molecular Formula: C23H17NO3
• Molecular Weight: 355.393
• Mol File: 95855-21-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2H-Pyrrol-2-one, 4-benzoyl-1,5-dihydro-5-hydroxy-3,5-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyrrol-2-one, 4-benzoyl-1,5-dihydro-5-hydroxy-3,5-diphenyl-(95855-21-3)
• EPA Substance Registry System: 2H-Pyrrol-2-one, 4-benzoyl-1,5-dihydro-5-hydroxy-3,5-diphenyl-(95855-21-3)

Safety Data

• Hazardous Substances Data: 95855-21-3(Hazardous Substances Data)

Upstream product

• 120-46-7 1,3-diphenylpropanedione 
• 5398-64-1 2-benzylidene-1,3-diphenylpropane-1,3-dione 
• 95855-16-6 3-Benzoyl-4-oxo-2,4-diphenylbutanenitrile 
• 104-87-0 4-methyl-benzaldehyde 

Relevant articles and documents

Gold-Catalyzed Formal C?C Bond Insertion Reaction of 2-Aryl-2-diazoesters with 1,3-Diketones

The transition-metal-catalyzed formal C?C bond insertion reaction of diazo compounds with monocarbonyl compounds is well established, but the related reaction of 1,3-diketones instead gives C?H bond insertion products. Herein, we report a protocol for a gold-catalyzed formal C?C bond insertion reaction of 2-aryl-2-diazoesters with 1,3-diketones, which provides efficient access to polycarbonyl compounds with an all-carbon quaternary center. The aryl ester moiety plays a crucial role in the unusual chemoselectivity, and the addition of a Br?nsted acid to the reaction mixture improves the yield of the C?C bond insertion product. A reaction mechanism involving cyclopropanation of a gold carbenoid with an enolate and ring-opening of the resulting donor–acceptor-type cyclopropane intermediate is proposed. This mechanism differs from that of the traditional Lewis-acid-catalyzed C?C bond insertion reaction of diazo compounds with monocarbonyl compounds, which involves a rearrangement of a zwitterion intermediate as a key step.