title: Palladium-catalyzed intramolecular hydroalkylation of unactivated olefins with dialkyl ketones.
abstract: [reaction: see text] Treatment of 3-butenyl heptyl ketone with substoichiometric amounts of PdCl(2)(CH(3)CN)(2) (10 mol %), HCl (0.1 equiv), and CuCl(2) (0.3 equiv) in dioxane at 70 degrees C for 12 h in a sealed tube formed 2-hexylcyclohexanone in 77% isolated yield. A number of alkyl 3-butenyl ketones underwent hydroalkylation under these conditions to form 2-substituted cyclohexanones in moderate to good yield.
authors.affiliation: Duke University, P. M. Gross Chemical Laboratory, Durham, North Carolina 27708-0346, USA.
authors.forename: Xiang
authors.initials: X
authors.lastname: Wang
authors.forename: Tao
authors.initials: T
authors.lastname: Pei
authors.forename: Xiaoqing
authors.initials: X
authors.lastname: Han
authors.forename: Ross A
authors.initials: RA
authors.lastname: Widenhoefer