251633-65-5

Basic information

• Product Name: 2-Cyclopenten-1-one, 2-fluoro-4-phenyl-
• Synonyms: 2-Cyclopenten-1-one, 2-fluoro-4-phenyl-
• CAS NO: 251633-65-5
• Molecular Formula: C11H9FO
• Molecular Weight: 176.19
• Mol File: 251633-65-5.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Cyclopenten-1-one, 2-fluoro-4-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclopenten-1-one, 2-fluoro-4-phenyl-(251633-65-5)
• EPA Substance Registry System: 2-Cyclopenten-1-one, 2-fluoro-4-phenyl-(251633-65-5)

Safety Data

• Hazardous Substances Data: 251633-65-5(Hazardous Substances Data)

Upstream product

• 251633-66-6 (1E)-4-fluoro-1-phenylpenta-1,4-dien-3-one 
• 130043-06-0 2-[(tert-butyldimethylsilyl)oxy]-4-phenyl-1,3-butadiene 

Relevant articles and documents

Regioselective Synthesis of α-Fluorinated Cyclopentenones by Organocatalytic Difluorocyclopropanation and Fluorine-Directed and Fluorine-Activated Nazarov Cyclization

Silyl dienol ethers, prepared from α,β-unsaturated ketones, underwent proton sponge-catalyzed difluorocyclopropanation with trimethylsilyl 2,2-difluoro-2-fluorosulfonylacetate in a regioselective manner, leading to 1,1-difluoro-2-siloxy-2-vinylcyclopropanes in good yields. The cyclopropanes thus obtained were in turn subjected to fluoride-ion-catalyzed ring opening to afford 1-fluorovinyl vinyl ketones (i.e., Nazarov precursors). Treatment of the precursors with Me3Si+B(OTf)4?regioselectively promoted the Nazarov cyclization, the rate and regioselectivity of which were drastically enhanced by the fluoro substituent, which thus facilitated efficient synthesis of biologically promising α-fluorocyclopentenone derivatives.