S. Watanabe et al., REACTION OF ALPHA-TRIFLUOROMETHYLACRYLIC ACID WITH VARIOUS UNSATURATED GRIGNARD-REAGENTS, Journal of fluorine chemistry, 62(2-3), 1993, pp. 201-206
The reactions of 2-(trifluoromethyl)propenoic acid (I) with unsaturate
d Grignard reagents have been examined. Vinylmagnesium bromide with I
gave 2-difluoromethylene-4-pentenoic acid (II) and analogous acids wer
e obtained from propenyl and butenyl magnesium halides. The iodolacton
ization of II gave 2-difluoromethylene-4-iodomethyl-gamma-lactone (III
). 2-Monofluoromethylene-4-penten-1-ol (IV) was obtained by the reduct
ion of II with lithium aluminium hydride.