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

Lanke, Veeranjaneyulu and Prabhu, Kandikere Ramaiah (2017) Iridium(III) catalyzed regioselective amidation of indoles at the C4-position using weak coordinating groups. In: CHEMICAL COMMUNICATIONS, 53 (37). pp. 5117-5120.

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Official URL: http://dx.doi.org/10.1039/c7cc00763a

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.

Item Type: Journal Article
Publication: CHEMICAL COMMUNICATIONS
Additional Information: Copy right for this article belongs to the ROYAL SOC CHEMISTRY, THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 10 Jun 2017 04:39
Last Modified: 10 Jun 2017 04:39
URI: http://eprints.iisc.ac.in/id/eprint/57161

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