Abstract Abstract : 3‐(Trifluoromethyl)prop‐2‐yne 1‐iminium triflate salts were generated from 3‐trifloxy‐3‐(trifluoromethyl)prop‐2‐ene 1‐iminium salts by triethylamine‐assisted elimination of triflic acid and trapped in situ in various cycloaddition reactions. These included Diels‐Alder reactions with 1,3‐dienes, [2+2] cycloaddition with 1,4‐diphenylbuta‐1,3‐diene, and [3+2] cycloaddition with organoazides. All these reactions revealed the excellent dienophilic and dipolarophilic reactivity of the electrophilic C,C triple bond of the novel 3‐CF 3 ‐propyniminium salts.
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