title: Copper-Catalyzed Coupling Cyclization of gem-Difluoroalkenes with Activated Methylene Carbonyl Compounds: Facile Domino Access to Polysubstituted Furans.
abstract: A novel and efficient CuI-catalyzed synthesis of 2,3,5-trisubstituted furans was developed via coupling cyclization of gem-difluoroalkenes with active methylene carbonyl compounds such as 1,3-dicarbonyl compounds, acetoacetonitrile, and phenylsulfonylacetone with the assistance of a base. Commercial availability of substrates or reagents, good to high isolated yields, and excellent functional group compatibility make this transformation a powerful tool for the synthesis of various furans. A plausible mechanism involving the allenyl ketone is suggested.
authors.affiliation: Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology (ECUST), Shanghai 200237, China.
authors.forename: Xuxue
authors.initials: X
authors.lastname: Zhang
authors.affiliation: Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology (ECUST), Shanghai 200237, China.
authors.forename: Wenpeng
authors.initials: W
authors.lastname: Dai
authors.affiliation: Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology (ECUST), Shanghai 200237, China.
authors.forename: Wei
authors.initials: W
authors.lastname: Wu
authors.affiliation: Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology (ECUST), Shanghai 200237, China.
authors.forename: Song
authors.initials: S
authors.lastname: Cao
mesh_terms: D000097:Acetonitriles / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry; D003500:Cyclization; D005663:Furans / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D008697:Methane / Q000031:analogs & derivatives / Q000737:chemistry*
chemical_list: D000097:Acetonitriles; D000475:Alkenes; D005663:Furans; D006845:Hydrocarbons, Fluorinated; D007659:Ketones; D003300:Copper; D008697:Methane