Reaction of indoles with aromatic fluoromethyl ketones: An efficient synthesis of trifluoromethyl-indolyl-phenylethanols using K2CO3/nBu4PBr in water

  1. Thanigaimalai PillaiyarORCID Logo,
  2. Masoud Sedaghati and
  3. Gregor Schnakenburg

Submitting author affiliation: Pharmaceutical institute, University of Bonn, Bonn, Germany

Beilstein Arch. 2020, 202017.

Published 12 Feb 2020

  • Preprint


A new, mild and efficient protocol for the synthesis of trifluoromethyl-indolyl-phenylethanols by the reaction of indoles with a variety of aromatic fluoromethyl ketones in the presence of K2CO3 (15 mol%) and nBu4PBr (15 mol%) in water. The desired products were obtained in good to excellent yields without requiring the column chromatography purification. The reusability of the catalytic system and large-scale synthesis of indolyl-phenylethanols, which would further transform into biological active indole-derived compounds, are further advantages of this protocol. 

Keywords: Indole, Friedel-Crafts reaction, C-C-bond formation, C3-funtionalization of indole, indole-3-carbinol, diindolylmethane, recyclability and large-scale synthesis

Supporting Information

Format: PDF Size: 7.8 MB   Download

How to Cite

When a peer-reviewed version of this preprint is available, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:

Pillaiyar, T.; Sedaghati, M.; Schnakenburg, G. Beilstein Arch. 2020, 202017. doi:10.3762/bxiv.2020.17.v1

Download Citation
Download RIS (Reference Manager) Download BIB (BIBTEX)

© 2020 Pillaiyar et al.; licensee Beilstein-Institut.
This is an Open Access article under the terms of the Creative Commons Attribution License ( Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited.
The license is subject to the Beilstein Archives terms and conditions: (

Other Beilstein-Institut Open Science Activities