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Michael Addition of Indoles to Enones Catalyzed by a Cationic Iron Salt
Indoles 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. beta-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 alpha,beta-unsaturated ester moieties.
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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
,Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles