%0 Journal Article
%T Different Reaction Patterns in the Baylis-Hillman Reaction of Aryl Aldehydes with Phenyl Vinyl Ketone, Phenyl Acrylate and Phenyl Thioacrylate
%A Min Shi
%A Chao-Qun Li
%A Jian-Kang Jiang
%J Molecules
%D 2002
%I MDPI AG
%R 10.3390/71000721
%X In the Baylis-Hillman reaction of aryl aldehydes with phenyl vinyl ketone we have observed exclusive formation of diadducts 4, and that the yields of diadduct can reach 80% with increasing amounts of phenyl vinyl ketone. On the other hand, for phenyl acrylate and phenyl thioacrylate, only the normal Baylis-Hillman adduct was obtained. The effects of substituents were also examined and a plausible reaction mechanism is proposed for the formation of compounds 4.
%K Baylis-Hillman reaction
%K Lewis base
%K Phenyl vinyl ketone (PVK)
%K Phenyl acrylate
%K DABCO
%K Conjugate addition
%K DMAP
%U http://www.mdpi.com/1420-3049/7/10/721