Tp. Vasileva et al., COMPARISON OF ALPHA-TRIFLUOROMETHYLSUBSTITUTED AND BETA-TRIFLUOROMETHYLSUBSTITUTED ACRYLIC ACIDS IN THEIR REACTIONS WITH THIOLS, Russian chemical bulletin, 46(6), 1997, pp. 1181-1183
alpha-(Trifluoromethyl)acrylic acid (1) and gamma,gamma,gamma-trifluor
ocrotonic acid (2) add AcSH (exothermally and at 100 degrees C, respec
tively) in the absence of a catalyst to form products of beta-thiolati
on, which can be easily hydrolyzed to the corresponding beta-mercaptoa
lkanoic acids. Thiols also add regiospecifically to acids 1 (in the ab
sence of a catalyst) and 2 (only in the presence of trifluoromethanesu
lfonic acid as the catalyst) when heated.