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Iron-Palladium Association in the Preparation of Indoles and One-Pot Synthesis of Bis(indolyl)methanes
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Iron-Palladium Association in the Preparation of Indoles and One-Pot Synthesis of Bis(indolyl)methanes

Vincent Terrasson, Julien Michaux, Anne Gaucher, Johny Wehbe, Sylvain Marque, Damien Prim et Jean-Marc Campagne
European Journal of Organic Chemistry, Vol.2007(32), pp.5332-5335
11/2007

Résumé

Bis(indolyl)methane Indole Palladium Iron
ndoles were prepared by annulation of the parent alkynylanilines with the use of a new FeCl3-PdCl2 catalytic combination. High yields were obtained by using low loadings of the transition-metal complex (FeCl3-PdCl2: 2 and 1 mol-%, respectively). One-pot accesses to bis(indolyl)methanes and trisubstituted indoles through annulation/Friedel-Crafts alkylation and annulation/1,4-Michael addition sequences, in which FeCl3 acts both as a cooxidant and a Lewis acid are described.

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