Amine and Titanium (IV) Chloride, Boron (III) Chloride or Zirconium (IV) Chloride-Promoted Baylis-Hillman Reactions

The Baylis-Hillman reactions of various aryl aldehydes with methyl vinyl ketone PW Sticker Decal at temperatures below -20oC using Lewis acids such as titanium (IV) chloride, boron (III) chloride or zirconium (IV) chloride in the presence of a catalytic amount of selected amines used as a Lewis bases afford the chlorinated compounds 1 as the major product in very Terminal Release Set high yields.Acrylonitrile can also undergo the same reaction to give the corresponding chlorinated product in moderate yield.A plausible reaction mechanism is proposed.However, if the reaction was carried out at room temperature (ca.20oC), then the Z-configuration of the elimination product 3, derived from 1, was formed as the major product.

Leave a Reply

Your email address will not be published. Required fields are marked *