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  • Title: FeCl3-mediated Friedel-Crafts hydroarylation with electrophilic N-acetyl indoles for the synthesis of benzofuroindolines.
    Author: Beaud R, Guillot R, Kouklovsky C, Vincent G.
    Journal: Angew Chem Int Ed Engl; 2012 Dec 07; 51(50):12546-50. PubMed ID: 23125000.
    Abstract:
    IRONic electrophilic indoles! The C3-regioselective hydroarylation of N-acetyl indoles with aromatic nucleophiles mediated by FeCl(3) features a rare example of the electrophilic reactivity of the indole core in a Friedel-Crafts reaction. This indole umpolung allows us straightforward access to the tetracyclic benzofuroindoline motif found in the natural product diazonamide A, which is a potent antitumor agent.
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