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Synthesis 2011(13): 2147-2153  
DOI: 10.1055/s-0030-1260057
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of the Azepinoindole Framework via Oxidative Heck (Fujiwara-Moritani) Cyclization

Pavel A. Donets, Erik V. Van der Eycken*
Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, Katholieke Universiteit Leuven, Celestijnenlaan 200F, 3001 Leuven, Belgium
Fax: +32(16)327990; e-Mail: erik.vandereycken@chem.kuleuven.be;
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Publication History

Received 15 March 2011
Publication Date:
19 May 2011 (online)

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Abstract

A catalytic oxidative Heck (Fujiwara-Moritani) cyclization has been evaluated for construction of the azepinoindole framework starting from readily available 3-indoleacetic acid amides. The supporting role of the amide group in the substrate has been demonstrated necessary for the success of the cyclization.

Key words

C-H activation - Heck reaction - palladium - indoles - heterocycles

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