Synthesis and Reactivity of New 1-Pentafluorophenyl-1H-pyrrole Derivatives

We present 1-pentafluorophenyl-1H-pyrrole and some of its electrophilic substitution reactions: formylation and acetylations. The 2-substituted products formed in these reactions are selectively and in high yield converted into 3-substituted products by treatment with trifluoromethanesulfonic acid. A general synthesis of 3-acylpyrroles was developed by the trifluoromethanesulfonic acid–mediated rearrangement of the corresponding 2-acylpyrroles.