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H Insertion Processes on Stabilized Indolyl and ortho-Aminophenyl Fischer Carbene Complexes: Synthesis of Azepino[3,2,1-hi] indole, Benzazepine and Indole Derivatives
Article first published online: 30 JUL 2008
DOI: 10.1002/chem.200801132
Copyright © 2008 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Barluenga, J., Fañanás-Mastral, M. and Aznar, F. (2008), CH Insertion Processes on Stabilized Indolyl and ortho-Aminophenyl Fischer Carbene Complexes: Synthesis of Azepino[3,2,1-hi] indole, Benzazepine and Indole Derivatives. Chem. Eur. J., 14: 7508–7512. doi: 10.1002/chem.200801132
Publication History
- Issue published online: 25 AUG 2008
- Article first published online: 30 JUL 2008
- Manuscript Received: 10 JUN 2008
Funded by
- DGICYT. Grant Numbers: CTQ2004-08077-C02-01/BQU, CTQ2007–61048/BQU)
- MEC
Keywords:
- benzazepines;
- carbenes;
- cascades;
- CH insertion;
- heterocycles
A new sequential [n+2] cycloaddition/CH insertion reaction of indolylalkynyl and ortho-aminophenylalkynyl Fischer carbene complexes that leads to azepino[3,2,1-hi]indole, benzazepine, and indole derivatives is described. As an extension of this chemical behavior, 1,2-disubstituted indoles can be obtained from methoxy ortho-aminophenyl Fischer carbene complexes (see scheme).