Synfacts 2009(12): 1328-1328  
DOI: 10.1055/s-0029-1218232
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart ˙ New York

Copper-Catalyzed C-H Activation to Polysubstituted Indoles

Contributor(s): Victor Snieckus, Emilie David
R. Bernini, G. Fabrizi, A. Sferrazza, S. Cacchi*
Università di Roma and Università degli Studi della Tuscia, Viterbo, Italy
Further Information

Publication History

Publication Date:
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.