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Communication
Reactions of Arynes with Nitrosoarenes—An Approach to Substituted Carbazoles†
Article first published online: 31 JAN 2013
DOI: 10.1002/anie.201209447
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Chakrabarty, S., Chatterjee, I., Tebben, L. and Studer, A. (2013), Reactions of Arynes with Nitrosoarenes—An Approach to Substituted Carbazoles . Angew. Chem. Int. Ed., 52: 2968–2971. doi: 10.1002/anie.201209447
- †
Publication History
- Issue published online: 27 FEB 2013
- Article first published online: 31 JAN 2013
- Manuscript Received: 26 NOV 2012
Funded by
- DFG
- Abstract
- Article
- References
- Cited By
Keywords:
- arynes;
- cycloaddition;
- heterocycles;
- nitrosoarene;
- synthetic methods
No transition metals are necessary in the reaction of in situ generated arynes with nitrosoarenes to give substituted carbazoles. Depending on the fluoride source and the solvent, either N-arylated carbazoles or NH-carbazoles are obtained (see scheme; DME=dimethoxyethane, OTf=trifluoromethanesulfonate). In these cascades a C![[BOND]](http://onlinelibrarystatic.wiley.com/undisplayable_characters/00f8ff.gif)
C and one or two CN bonds are formed. The reactions are easy to conduct and proceed under mild conditions.