We thank the DFG for supporting our work.
Reactions of Arynes with Nitrosoarenes—An Approach to Substituted Carbazoles†
Article first published online: 31 JAN 2013
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 52, Issue 10, pages 2968–2971, March 4, 2013
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
- Issue published online: 27 FEB 2013
- Article first published online: 31 JAN 2013
- Manuscript Received: 26 NOV 2012
- 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 CC and one or two CN bonds are formed. The reactions are easy to conduct and proceed under mild conditions.