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Communication
Metal-Free Synthesis of 3,3-Disubstituted Oxoindoles by Iodine(III)-Catalyzed Bromocarbocyclizations
Article first published online: 11 JUL 2012
DOI: 10.1002/chem.201201232
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Fabry, D. C., Stodulski, M., Hoerner, S. and Gulder, T. (2012), Metal-Free Synthesis of 3,3-Disubstituted Oxoindoles by Iodine(III)-Catalyzed Bromocarbocyclizations. Chem. Eur. J., 18: 10834–10838. doi: 10.1002/chem.201201232
Publication History
- Issue published online: 17 AUG 2012
- Article first published online: 11 JUL 2012
- Manuscript Received: 11 APR 2012
Funded by
- Fonds der Chemischen Industrie
Keywords:
- bromocarbocyclization;
- heterocycles;
- natural products;
- organocatalysis;
- oxoindoles
“I” did it: An iodine(III)-mediated bromocarbocyclization was elaborated as an efficient tool for the synthesis of oxoindoles. This method is applicable to a variety of structurally different substrates, also with chemically sensitive groups, and gives access to the heterocycles in a regio- and stereoselective fashion (see scheme). The indole-2-ones obtained can be converted easily into structurally complex target compounds, such as the alkaloid physostigmine.