5198-63-0

Usage

Synthesis Reference(s)

Tetrahedron Letters, 25, p. 4313, 1984 DOI: 10.1016/S0040-4039(01)81426-X

InChI:InChI=1/C10H8O2/c11-9-6-10(12-7-9)8-4-2-1-3-5-8/h1-6H,7H2

Upstream product

• 1619-37-0 (5-phenylisoxazol-3-yl)methanol 
• 7063-99-2 ethyl 5-phenylisoxazole-3-carboxylate 
• 98-86-2 acetophenone 
• 1704-14-9 4-hydroxy-4-phenylbut-3-en-2-one 
• 57626-31-0 1-phenyl-4-bromo-1,3-butanedione 
• 102-96-5 (2-nitroethenyl)benzene 
• 161199-10-6 2-Hydroxy-3-oxo-5-phenyl-tetrahydro-furan-2-carboxylic acid tert-butyl ester 
• 94815-37-9 2-buten-1-one-3-amino-4-hydroxy-1-phenyl 
• 161199-19-5 5-Hydroxy-3-oxo-5-phenyl-2-(triphenyl-λ⁵-phosphanylidene)-pentanoic acid tert-butyl ester 

Downstream Products

• 493-71-0 bullatenone 

Relevant academic research and scientific papers

Synthesis of 5-Aryl-3(2 H)-furanones Using Intramolecular Cyclization of Sulfonium Salts

Base-induced intramolecular cyclization of novel (4-aryl-2,4-dioxobutyl)methylphenylsulfonium salts prepared from the commercially available 1-arylethanone by a cost-effective process is described in this paper. The reaction was completed within 10 min to produce a family of 2-unsubstituted 5-aryl-3(2H)-furanones in excellent yield. This procedure is simple, and can be carried out under mild conditions and an ambient atmosphere.

From the Feist-Bénary reaction to organocatalytic domino Michael-alkylation reactions: Asymmetric synthesis of 3(2H)-furanones

It all adds up! A modified Feist-Bénary reaction employing a domino Michael-alkylation sequence was designed for the enantioselective synthesis of 3(2H)-furanones. L-Threonine-derived tertiary amine/thiourea catalysts were prepared for the first time; such catalysts promoted the designed domino Michael-alkylation reactions in a highly enantioselective manner (see scheme). Copyright

Palladium-catalyzed carbonylative cycloisomerization of γ-propynyl-1,3-diketones: A concise route to polysubstituted furans

(Chemical Equation Presented) Di- and trisubstituted furan derivatives have been efficiently synthesized via palladium(II)-catalyzed intramolecular carbonylative cycloisomerization of γ-propynyl-1,3-diketones with aryl iodides and carbon monoxide. The mec

The Chemistry of Vicinal Tricarbonyls. A New Synthesis of Substituted Furans.

Enolates of acyl phosphoranylidene carboxylates react with aldehydes to form secondary alcohols which undergo intramolecular addition to the central carbonyl of a vicinal tricarbonyl unit, generated in a separate step.The resulting dihydrofuranols undergo acid-catalyzed dehydration to form 3-hydroxyfuran-2-carboxylates.

ETHYL 5-SUBSTITUTED-3-ISOXAZOLECARBOXYLATES AS STARTING MATERIALS FOR A CONVENIENT ROUTE TO 3(2H)FURANONES AND 3(2H)IMINOFURANES.

Cyclodehydration of γ-hydroxy-β-enaminoketones derived from 5-substituted-3-isoxazolemethanols leads to 3(2H)furanones or 3(2H)iminofuranes depending on the substitution pattern and on the reaction conditions.