title: Synthesis of cyclic enones via direct palladium-catalyzed aerobic dehydrogenation of ketones.
abstract: α,β-Unsaturated carbonyl compounds are versatile intermediates in the synthesis of pharmaceuticals and biologically active compounds. Here, we report the discovery and application of Pd(DMSO)(2)(TFA)(2) as a catalyst for direct dehydrogenation of cyclohexanones and other cyclic ketones to the corresponding enones, using O(2) as the oxidant. The substrate scope includes heterocyclic ketones and several natural-product precursors.
authors.affiliation: Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, Wisconsin 53706, USA.
authors.forename: Tianning
authors.initials: T
authors.lastname: Diao
authors.forename: Shannon S
authors.initials: SS
authors.lastname: Stahl
mesh_terms: D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D003512:Cyclohexanones / Q000138:chemical synthesis / Q000737:chemistry; D006844:Hydrocarbons, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*
chemical_list: D003512:Cyclohexanones; D006844:Hydrocarbons, Cyclic; D007659:Ketones; D010165:Palladium; D010100:Oxygen