Synthetic Applications of the Carbanion with a Fluoroalkyl Group Generated by Palladium(0) Catalyst under Neutral Conditions.
The generation and synthetic application of stable carbanions situated in the beta position from fluorine atom(s) are described. Palladium(0)-catalyzed allylation reactions under neutral conditions proceeded smoothly in the system where a methylene group is activated by fluoroalkyl and carbonyl groups. In the above systems, the 2,2,2-trifluoroethyl moiety has been introduced onto the allylic position without the release of fluoride. Further, palladium(0)-catalyzed heterocyclization was achieved from the reaction of vinyl epoxide with 2-(trifluoromethyl)acrylate and/or 2,3,3,3-tetrafluoropropionate.
Komatsu
Yuzo
Y
Department of Bioengineering, Tokyo Institute of Technology, Nagatsuta, Midori-ku, Yokohama 226-8501, Japan.
Sakamoto
Toru
T
Kitazume
Tomoya
T