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Synfacts 2008(7): 0749-0749  
DOI: 10.1055/s-2008-1077831
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Copper(II)-Mediated N-Cyclopropylation of Indoles and Cyclic Amides

Contributor(s): Paul Knochel, Tobias Thaler
T. Tsuritani*, N. A. Strotman, Y. Yamamoto, M. Kawasaki, N. Yasuda, T. Mase
Banyu Pharmaceutical Co. Ltd., Tsukuba, Japan and Merck Research Laboratories, Rahway, USA
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Publikationsverlauf

Publikationsdatum:
20. Juni 2008 (online)

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Significance

An efficient Cu(II)-mediated N-cyclo­propylation of indoles, cyclic amides and benzamide with cyclopropylboronic acid under aerobic conditions is described in this report. The reaction tolerates various sensitive functional groups such as nitro and ester functionalities. The reaction can be carried out with stoichiometric or catalytic amounts of Cu(OAc)2 depending on the nature of the substrate.