Copper-mediated multiple C-H functionalization of aromatic N-heterocycles: Bromoamination of indoles and pyrroles

Alex John, Kenneth M. Nicholas

Research output: Contribution to journalArticlepeer-review

41 Scopus citations

Abstract

A copper-mediated bromoamination of aromatic N-heterocycles has been achieved using oxime esters as the N-reagents under mild conditions (ca. 70 °C). The reaction with N-alkyl indoles proceeds regioselectively to produce the 2-amino-3-bromo indole derivatives as confirmed by X-ray crystallographic analysis of the bromoaminated product, 3aa-Br. With N-methylpyrrole both the monobromoaminated and dibromoaminated products were produced by this method.

Original languageEnglish (US)
Pages (from-to)7914-7920
Number of pages7
JournalOrganometallics
Volume31
Issue number22
DOIs
StatePublished - Nov 26 2012

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