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It was found that, when the Baylis-Hillman reaction of arylaldehydes with methyl vinyl ketone was carried out at below -20 ℃ in the presence of boron(III) tribromide or titanium(IV) bromide using a catalytic amount of Lewis base such as amine, the brominated compounds and the Baylis-Hillman adducts could be obtained as the major products in good yields for various aryl aldehydes. But at room temperature, the elimination products were the major products. In addition, the palladium catalyzed allylic substitution reactions of the elimination products were also examined.
It was found that when the Baylis-Hillman reaction of arylaldehydes with methyl vinyl ketone was carried out at -20 ° C in the presence of boron (III) tribromide or titanium (IV) bromide using a catalytic amount of Lewis base such as amine , the brominated compounds and the Baylis-Hillman adducts could be obtained as the major products in good yields for various aryl aldehydes. But at room temperature, the elimination products were the major products. In addition, the palladium catalyzed allylic substitution reactions of the elimination products were also examined.