Systematic study of the reactivity of (E)-4,4,4-trifluorobut-2-en-1-yl 4-methylbenzenesulfonate towards different classes of nucleophiles

Article abstract of DOI:10.1016/j.jfluchem.2015.10.006

A systematic study of the reactivity of (E)-4,4,4-trifluorobut-2-en-1-yl 4-methylbenzenesulfonate towards different classes of nucleophiles (alcohols, amines, thiols and malonates) was performed. A single set of reaction conditions (with small variations) allowed the isolation of the substitution product in moderate to good yields for all the nucleophiles tested with the exception of benzyl alcohol and indole.