Support by the DFG (Emmy Noether Programm), the Fonds der Chemischen Industrie, Saltigo GmbH (Leverkusen), Prof. Dr. Paul Knochel, and the Ludwig-Maximilians-Universität is gratefully acknowledged. We thank Dipl.-Chem. A. Villinger and Dr. P. Mayer for single-crystal X-ray diffraction analyses, as well as C. Dubler and Dr. D. Stephenson for 2D NMR experiments.
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Communication
Domino N![[BOND]](http://onlinelibrarystatic.wiley.com/undisplayable_characters/00f8ff.gif)
H/CH Bond Activation: Palladium-Catalyzed Synthesis of Annulated Heterocycles Using Dichloro(hetero)arenes†
Article first published online: 19 JAN 2007
DOI: 10.1002/anie.200603833
Copyright © 2007 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Issue
Angewandte Chemie International Edition
Volume 46, Issue 10, pages 1627–1629, February 26, 2007
Additional Information
How to Cite
Ackermann, L. and Althammer, A. (2007), Domino NH/CH Bond Activation: Palladium-Catalyzed Synthesis of Annulated Heterocycles Using Dichloro(hetero)arenes. Angewandte Chemie International Edition, 46: 1627–1629. doi: 10.1002/anie.200603833
- †
Publication History
- Issue published online: 19 FEB 2007
- Article first published online: 19 JAN 2007
- Manuscript Received: 18 SEP 2006
Funded by
- DFG
- Fonds der Chemischen Industrie
- Saltigo GmbH (Leverkusen)
Keywords:
- CC coupling;
- CH activation;
- domino reactions;
- heterocycles;
- palladium
Graphical Abstract
One after the other: A novel palladium-catalyzed domino reaction consisting of an amination and a direct CH bond arylation allows for a general synthesis of annulated heterocycles starting from readily available 1,2-dichloroarenes and primary as well as secondary anilines (see scheme; Cy=cyclohexyl). This is highlighted by an efficient synthesis of the natural product murrayafoline A.