Palladium Catalyzed Carbonylative Vinylation of Aryl Halides with Olefins and Carbon Monoxide

摘要

The reaction of aryl iodides or bromides with olefins in the presence of 1 mol % of PdCl2(PPh3)2 and 3 equiv. of n-Bu3N at 100∩ in carbon monoxide atmosphere gave the corresponding aryl vinyl ketones in good yields with small amount of vinylated 1-aryl olefins. But, when the reaction was proceeded under the 10 atm of carbon monoxide, aryl vinyl メ-diketones and aryl vinyl ketones were obtained in moderate to good yields. The reaction was tolerant of a wide variety of functional groups on either the aryl halides or olefin compounds. Reactivity of aryl halide decrease in the order; aryl iodide > aryl bromide № aryl chloride. In general, the reaction proceeded well and gave good yields of aryl vinyl ketones and aryl vinyl メ-diketones when reactants are substituted with electron withdrawing groups.