Chalcogeno-Morita-Baylis-Hillman Reaction of Chalcogenide-Enones with Carbonyl Compounds.

Autor: Kataoka, Tadashi, Kinoshita, Hironori
Předmět:
Zdroj: Phosphorus, Sulfur & Silicon & the Related Elements; Mar/Apr2005, Vol. 180 Issue 3/4, p989-992, 4p, 4 Diagrams
Abstrakt: The Chalcogeno-Morita-Baylis-Hillman reaction was achieved by the reactions of 2-(methylchalcogeno)phenyl vinyl ketones with carbonyl compounds or acetals in the presence of BF 3 · Et 2 O. This reaction proceeds via the intramolecular Michael addition of the chalcogenide group to an enone moiety followed by the aldol reaction of the resulting chalcogenonio-enolate with an aldehyde. The reactions were worked up with triethylamine or saturated aqueous NaHCO 3 to give the a -methylene aldols (the Morita-Baylis-Hillman adducts). [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index