This work was supported by the EPSRC and GlaxoSmithKline. We thank Miss Dawn Taylor for helpful discussions. The EPSRC Mass Spectrometry Service at the University of Wales, Swansea, is also thanked for their assistance.
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Communication
Palladium-Catalyzed Tandem Alkenyl and Aryl C![[BOND]](http://onlinelibrarystatic.wiley.com/undisplayable_characters/00f8ff.gif)
N Bond Formation: A Cascade N-Annulation Route to 1-Functionalized Indoles†
Article first published online: 29 DEC 2004
DOI: 10.1002/anie.200461598
Copyright © 2005 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Willis, M. C., Brace, G. N. and Holmes, I. P. (2005), Palladium-Catalyzed Tandem Alkenyl and Aryl CN Bond Formation: A Cascade N-Annulation Route to 1-Functionalized Indoles. Angewandte Chemie International Edition, 44: 403–406. doi: 10.1002/anie.200461598
- †
Publication History
- Issue published online: 29 DEC 2004
- Article first published online: 29 DEC 2004
- Manuscript Received: 10 AUG 2004
Keywords:
- amination;
- cascade reactions;
- indoles;
- nitrogen heterocycles;
- palladium
Graphical Abstract
A single tandem operation allows rapid access to a variety of substituted N-functionalized indoles. The nitrogen atom of the indole nucleus is incorporated through Pd-catalyzed aryl and alkenyl CN bond-forming reactions (see scheme; dba=dibenzylideneacetone). Amine, aniline, amide, carbamate, and sulfonamide functional groups can be introduced efficiently.