476471-02-0

Basic information

• Product Name: 2(5H)-Furanone, 4-(4-fluorophenyl)-
• CAS NO: 476471-02-0
• Molecular Formula: C10H7FO2
• Molecular Weight: 178.163
• Mol File: 476471-02-0.mol

Chemical Properties

• CAS DataBase Reference: 2(5H)-Furanone, 4-(4-fluorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(5H)-Furanone, 4-(4-fluorophenyl)-(476471-02-0)
• EPA Substance Registry System: 2(5H)-Furanone, 4-(4-fluorophenyl)-(476471-02-0)

Safety Data

• Hazardous Substances Data: 476471-02-0(Hazardous Substances Data)

Upstream product

• 471931-08-5 4-(p-toluenesulfonyloxy)-2(5H)-furanone 
• 1765-93-1 4-fluoroboronic acid 
• 149418-41-7 3,4-dibromo-2(5H)-furanone 
• 1131-77-7 3-(4-fluorophenyl)-3-butenoic acid 
• 636997-50-7 C₁₄H₁₈FO₆P 
• 4508-99-0 methyl γ-hydroxycrotonate 
• 459-45-0 4-fluorobenzenediazonium tetrafluoroborate 
• 56634-50-5 4-bromo-5H-furan-2-one 

Relevant articles and documents

Oxidative Cyclization of β,γ-Unsaturated Carboxylic Acids Using Hypervalent Iodine Reagents: An Efficient Synthesis of 4-Substituted Furan-2-ones

The oxidative cyclization of β-substituted β,γ-unsaturated carboxylic acids using a hypervalent iodine reagent to provide 4-substituted furan-2-one products, is reported. In this cyclization, the use of a highly electrophilic PhI(OTf) 2, which is in situ prepared from PhI(OAc) 2 and Me 3 SiOTf, is crucial. Depending on the substitution pattern at the α-position of the substrates, furan-2(5 H)-ones or furan-2(3 H)-ones are produced. Thus, the present method offers a useful tool for accessing various types of 4-substituted furan-2-ones that are important structural motifs in the field of organic chemistry and medicinal chemistry.

Palladium-catalyzed hydrodehalogenation of butenolides: An efficient and sustainable access to β-arylbutenolides

Several α-unsubstituted β-arylbutenolides have been prepared in 69–92% yield by reductive dehalogenation of α-halo-β-arylbutenolides. The latter were assembled in a single-step from α,β-dihalobutenolides, which are accessible on a large-scale from biomass-derived furfural. Our dehalogenation protocol is illustrated by a new synthesis of the marine antibiotics rubrolide E and F, and 3″-bromorubrolide F.

Hg/Pt-catalyzed conversion of bromo alkynamines/alkynols to saturated and unsaturated γ-butyrolactams/lactones via intramolecular electrophilic cyclization

Convenient and general Hg(ii)/Pt(iv) catalyzed syntheses of γ-butyrolactams and α,β-unsaturated γ-butyrolactones/lactams are described via intramolecular electrophilic cyclizations of bromoalkynes with tosylamino and hydroxyl tethers. The reaction features the use of wet solvents, the exclusion of any base and additive, mild conditions and practical yields. We also synthesised few chiral lactams through this pathway. Additionally, it is shown that the NHTs group distanced further from the homopropargylic position assists regioselective bromoalkyne hydration to yield useful α-bromoketones. Furthermore, Boc protected bromo homo propargyl amines undergo 6-endo-dig cyclization through Boc oxygen to give bromomethylene substituted oxazinones.

An efficient route to 4-substituted coumarins, 2(5H)-furanones, and pyrones via palladium-catalyzed couplings of alkenyl tosylates with organoindium reagents

Highly efficient palladium-catalyzed couplings of alkenyl tosylates with organoindium reagents under mild conditions are described, which give rise to 4-substituted coumarins, 2(5H)-furanones, and pyrones in good to excellent yields.

Novel and efficient route for the synthesis of 4-Aryl-substituted 2(5H)-furanones

4-Aryl-substituted 2(5H)-furanones were prepared by reaction of diethylphosphono acetic acid and phenacyl bromides, followed by an intramolecular Horner-Emmons-type cyclization. Both the reactions were carried out in situ to give the desired 4-aryl substituted 2(5H)-furanone derivatives.

Palladium-catalyzed reaction of arenediazonium tetrafluoroborates with methyl 4-hydroxy-2-butenoate: An approach to 4-aryl butenolides and an expeditious synthesis of rubrolide E

The palladium-catalyzed reaction of arenediazonium tetrafluoroborates with methyl 4-hydroxy-2-butenoate in MeOH under mild conditions gives 4-arylbutenolides usually in good to high yields through a domino vinylic substitution/cyclization process. The rea

FURANONE COMPOUNDS AND LACTAM ANALOGUES THEREOF

The present invention provides a compound of formula I and a compound of formula II, methods of use and formulations thereof.

Rh(I)-catalyzed cross-coupling reactions of alkenyl tosylates with potassium aryltrifluoroborates

RhCl(PPh3)3/DPPF was successfully employed as an efficient catalyst in the Suzuki-Miyaura cross-coupling reactions of potassium aryltrifluoroborates with alkenyl tosylates, affording the corresponding products in good to excellent yi

Palladium-catalyzed cross-coupling reactions of 4-tosyl-2(5H)-furanone with boronic acids: A facile and efficient route to generate 4-substituted 2(5H)-furanones

An efficient and facile synthesis of 4-substituted 2(5H)-furanones using palladium catalyzed cross-coupling reactions between 4-tosyl-2(5H)-furanone and boronic acids is reported herein.