Substituted 3(2H)-Furanones by a tandem michael addition/palladium- catalyzed ring-closing protocol

Article abstract of DOI:10.1002/ejoc.201201253

A novel palladium-catalyzed route for the synthesis of substituted 3(2H)-furanones from activated alkenes and 4-chloroacetoacetate was developed. The first step of the tandem reaction is the Michael addition of an acetoacetate to the alkene followed by palladium-catalyzed ring closure of the adduct to form the furanone. The reaction was extended to a number of substituted alkenes, and the corresponding substituted 3(2H)-furanones were obtained in good to excellent yields. Copyright