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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 8, Number 4
April 20, 1987 

Palladium Catalyzed Carbonylative Vinylation of Aryl Halides with Olefins and Carbon Monoxide
Jin Il Kim*, Cheol Mo Ryu
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 α-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 α-diketones when reactants are substituted with electron withdrawing groups.
246 - 250
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