Jump to main content
Jump to site search

Issue 37, 2017
Previous Article Next Article

Iridium(iii) catalyzed regioselective amidation of indoles at the C4-position using weak coordinating groups

Author affiliations

Abstract

The C4-aminated indole scaffold is frequently encountered in several natural products and biologically active compounds. Herein we disclose a simple and short synthetic route for the amidation of indoles at the C4 position by employing an aldehyde as a directing group and Ir(III) as a catalyst. This strategy offers high selectivity for the C4-amidation of unprotected and protected indoles. A simple deprotection of the tosyl group leads to the formation of C4-amino indole derivatives, which are useful synthons for synthesizing natural products in the teleocidin family.

Graphical abstract: Iridium(iii) catalyzed regioselective amidation of indoles at the C4-position using weak coordinating groups

Back to tab navigation

Supplementary files

Article information


Submitted
27 Jan 2017
Accepted
11 Apr 2017
First published
12 Apr 2017

Chem. Commun., 2017,53, 5117-5120
Article type
Communication

Iridium(III) catalyzed regioselective amidation of indoles at the C4-position using weak coordinating groups

V. Lanke and K. R. Prabhu, Chem. Commun., 2017, 53, 5117
DOI: 10.1039/C7CC00763A

Social activity

Search articles by author

Spotlight

Advertisements