Jump to main content
Jump to site search

Issue 43, 2017
Previous Article Next Article

Revealing the electrophilicity of N-Ac indoles with FeCl3: a mechanistic study

Author affiliations

Abstract

Herein, we report a mechanistic exploration of the unusual FeCl3-mediated hydroarylation of N-Ac indoles. Electron density topology analysis of a crystal, in situ IR monitoring, Hammett and Taft studies as well as DFT computations allowed us to determine that activation of acetyl with FeCl3 and of the C2[double bond, length as m-dash]C3 bond with a proton is involved.

Graphical abstract: Revealing the electrophilicity of N-Ac indoles with FeCl3: a mechanistic study

Back to tab navigation

Supplementary files

Article information


Submitted
10 Apr 2017
Accepted
01 May 2017
First published
03 May 2017

Chem. Commun., 2017,53, 5834-5837
Article type
Communication

Revealing the electrophilicity of N-Ac indoles with FeCl3: a mechanistic study

R. Beaud, R. K. Nandi, A. Perez-Luna, R. Guillot, D. Gori, C. Kouklovsky, N. Ghermani, V. Gandon and G. Vincent, Chem. Commun., 2017, 53, 5834
DOI: 10.1039/C7CC02756G

Social activity

Search articles by author

Spotlight

Advertisements