Iridium(iii) catalyzed regioselective amidation of indoles at the C4-position using weak coordinating groups. Issue 37 (24th April 2017)

• Record Type: Journal Article
• Authors: Lanke, Veeranjaneyulu; Prabhu, Kandikere Ramaiah
• Is Part Of: Chemical communications. Volume 53:Issue 37(2017)
• Page Start: 5117
• Page End: 5120
• Publication Date: 2017-04-24
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c7cc00763a
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : The C4-aminated indole scaffold is frequently encountered in several natural products and biologically active compounds. 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.