Jump to main content
Jump to site search

Issue 9, 2017
Previous Article Next Article

TBAF catalyzed one-pot synthesis of allenyl-indoles

Author affiliations


The site selective synthesis of functionalized indoles is presented under environmentally convenient tetrabutylammonium fluoride catalysis. The metal-free approach exploits the combined efficiency of Bu4N+ and F ions in performing a cascade sequence involving intramolecular hydroamination of the C–C triple bond, cleavage of silyl-protecting groups and site-selective sigmatropic aza-Cope-type [3,3]-rearrangement. A range of C(3)-allenyl-(1H)-indoles (2) is obtained in an efficient manner (yield up to 93%) providing a valuable synthetic alternative to noble metal-based protocols.

Graphical abstract: TBAF catalyzed one-pot synthesis of allenyl-indoles

Back to tab navigation

Supplementary files

Publication details

The article was received on 25 May 2017, accepted on 13 Jun 2017 and first published on 13 Jun 2017

Article type: Research Article
DOI: 10.1039/C7QO00414A
Citation: Org. Chem. Front., 2017,4, 1849-1853
  •   Request permissions

    TBAF catalyzed one-pot synthesis of allenyl-indoles

    A. De Nisi, S. Sierra, M. Ferrara, M. Monari and M. Bandini, Org. Chem. Front., 2017, 4, 1849
    DOI: 10.1039/C7QO00414A

Search articles by author