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Copper-Catalyzed C-H Activation to Polysubstituted Indoles
R. Bernini, G. Fabrizi, A. Sferrazza, S. Cacchi*
Università di Roma and Università degli Studi della Tuscia, Viterbo, Italy
20 November 2009 (online)
A copper-catalyzed synthesis of polysubstituted indoles from N-aryl enaminones is reported involving an intramolecular aryl C-H activation/C-C bond formation sequence. Under optimized conditions, a large number of substituted N-aryl enaminones were converted into the corresponding indoles with moderate to good yields. The reaction was also carried out in situ by addition of primary amines to α,β-ynones without isolation of the enaminone intermediates. A mechanism was proposed on the basis of preliminary evidence.