Journal
CHEMICAL COMMUNICATIONS
Volume 53, Issue 37, Pages 5117-5120Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7cc00763a
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Funding
- SERB, New Delhi [SB/S1/OC-56/2013]
- Indian Institute of Science
- RL Fine Chem
- CSIR, New Delhi
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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.
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