Preparation of 4-trifluoroethylidene-1,3-dioxolane derivatives via new stable (trifluoromethyl)ethynylation reagent

Perfluoroalkylated 4-trifluoroethylidene-1,3-dioxolane derivatives 2a-q were prepared in excellent yields from the reaction of new stable (trifluoromethyl)ethynylation reagent 1a with 1.3 equiv. of TBAF at −15°C for 10 min, followed by treatment with 2 equiv. of phenyl perfluoroalkylated ketone derivatives at room temperature. The reaction of 1a with 1.3 equiv. of TBAF, followed by treatment with 1 equiv. of aldehyde or ketone at −15°C for 10 min and then with trifluoroacetophenone (1 equiv.) at room temperature afforded perfluoroalkylated 4-trifluoroethylidene-1,3-dioxolane derivatives 2t-u in moderate yields.