AbstractIndoles are one of the most valuable nucleophiles in Michael additions catalyzed by a proper Lewis acid. In this paper, we found that a cationic iron salt is effective to carry out the Michael addition of indoles. β-Mono- and disubstituted enones reacted smoothly with indoles under our conditions. The cationic iron catalyst is very active, and the maximum TON was up to 425. Moreover, cationic iron-catalyzed conditions enabled a chemoselective Michael addition of a substrate possessing both enone and α,β-unsaturated ester moieties.