title: Palladium-catalyzed cross-coupling of styrenes with aryl methyl ketones in ionic liquids: direct access to cyclopropanes.
abstract: The combined use of Pd(OAc)2 , Cu(OAc)2 , and dioxygen in molten tetrabutylammonium acetate (TBAA) promotes an unusual cyclopropanation reaction between aryl methyl ketones and styrenes. The process is a dehydrogenative cyclizing coupling that involves a twofold CH activation at the α-position of the ketone. The substrate scope highlights the flexibility of the catalyst; a reaction mechanism is also proposed.
authors.affiliation: Department of Chemistry, University of Bari, Via Orabona 4, 70126 Bari (Italy).
authors.forename: Pietro
authors.initials: P
authors.lastname: Cotugno
authors.forename: Antonio
authors.initials: A
authors.lastname: Monopoli
authors.forename: Francesco
authors.initials: F
authors.lastname: Ciminale
authors.forename: Antonella
authors.initials: A
authors.lastname: Milella
authors.forename: Angelo
authors.initials: A
authors.lastname: Nacci
mesh_terms: D002384:Catalysis; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry; D052578:Ionic Liquids / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D008745:Methylation; D010165:Palladium / Q000737:chemistry*; D013343:Styrenes / Q000737:chemistry*
chemical_list: D003521:Cyclopropanes; D052578:Ionic Liquids; D007659:Ketones; D013343:Styrenes; D010165:Palladium
keywords: CH activation; copper; cyclopropanation; ionic liquids; palladium