Treatment of 3-butenyl heptyl ketone with substoichiometric amounts of PdCl2(CH3CN)(2) (10 mol %), HCl (0.1 equiv), and CuCl2 (0.3 equiv) in dioxane at 70 degreesC 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.
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