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An acid-promoted novel skeletal rearrangement initiated by intramolecular ipso-Friedel-Crafts-type addition to 3-alkylidene indolenium cations.
- Source :
-
Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2012 Jun 04; Vol. 48 (44), pp. 5431-3. Date of Electronic Publication: 2012 Apr 27. - Publication Year :
- 2012
-
Abstract
- An acid-promoted novel skeletal rearrangement is described. Using trifluoroacetic acid as the acid promoter, an intramolecular ipso-Friedel-Crafts-type addition of phenols to 3-alkylidene indolenium cations, formation of iminium cations through rearomatization of the spirocyclohexadienone units, and intramolecular Pictet-Spengler reaction proceeded sequentially, producing tricyclic indole derivatives.
Details
- Language :
- English
- ISSN :
- 1364-548X
- Volume :
- 48
- Issue :
- 44
- Database :
- MEDLINE
- Journal :
- Chemical communications (Cambridge, England)
- Publication Type :
- Academic Journal
- Accession number :
- 22543858
- Full Text :
- https://doi.org/10.1039/c2cc31699d