Decarboxylative allylation of trifluoroethyl sulfones and approach to difluoromethyl compounds.
Allyl carbonates undergo palladium-catalyzed decarboxylative allylation of trifluoroethyl phenyl sulfones. The success of the allylation, which is not efficient under typical strong base-mediated conditions, is the result of mild conditions thanks to a progressive delivery of ethoxide. Indeed, ethyl allyl carbonates act as a latent source of ethoxide for generation of the trifluoroethyl carbanion that reacts with the π-allylpalladium complex. The utility of the method is illustrated in a new approach to difluoromethyl compounds.
Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Nagoya 466-8555, Japan. nozshiba@nitech.ac.jp
Norio
N
Shibata
Kazunobu
K
Fukushi
Tatsuya
T
Furukawa
Satoru
S
Suzuki
Etsuko
E
Tokunaga
Dominique
D
Cahard