The synthesis of the benzothiazole 1f and the N-bound pyrazole 1h failed despite a successful oxidation. With diphenylimidazole 3g as a substrate, TfOH was not tolerated due to decomposition. Furthermore, the successful synthesis of the C-bound pyrazole 1i in a good yield of 44% was a great success, as the competing ring closure to the cyclic iodolopyrazolium salt under similar conditions had recently been described. It is worth mentioning, that a twostep protocol was also tested with those substrates. These results can be found in the ESI.