Synthesis of bis(trifluoromethyl)-substituted olefins: Methods of preparation and properties

Several bis(trifluoromethyl)‐ and trifluoromethyl‐substituted alkenes, dienes, arylalkenes, and α,β‐unsaturated derivatives of carbonyl compounds such as tosylhydrazone 5b and diazomethane 5c were prepared. Their reactivity towards a variety of nucleophiles, resulting from the electron‐withdrawing effect of the trifluoromethyl group, was investigated. Depending on the trifluoromethyl‐ and a bis(trifluoromethyl)‐substituted double bond, different regioselectivities were observed in the reaction with morpholinocyclohexene as a nucleophile. An explanation is given on the basis of the 13C‐NMR data.