Regioselective dibromination of methyl indole-3-carboxylate and application in the synthesis of 5,6-dibromoindoles

Research output: Contribution to journalArticle

Authors

Colleges, School and Institutes

Abstract

Treatment of methyl indole-3-carboxylate with bromine in acetic acid gives methyl 5,6-dibromoindole-3-carboxylate regioselectively, from which the parent 5,6-dibromoindole can be accessed via a one-pot, microwave-mediated ester hydrolysis and decarboxylation. Application of these building blocks in syntheses of natural and non-natural 5,6-dibromoindole derivatives, including meridianin F and 5,6-dibromo- 2'-demethylaplysinopsin, is reported.

Details

Original languageEnglish
Pages (from-to)5021-5023
Number of pages3
JournalOrganic and Biomolecular Chemistry
Volume9
Issue number14
Publication statusPublished - 1 Jan 2011