Single-flask synthesis of N-acylated indoles by catalytic dehydrogenative coupling with primary alcohols

Brooks E. Maki, Karl A. Scheidt

Research output: Contribution to journalArticlepeer-review

31 Scopus citations

Abstract

Indoles and alcohols can be coupled in a dehydrogenative process catalyzed by tetrapropylammonium perruthenate. This efficient approach to indolylamides proceeds in a single flask under mild conditions. By employing substituted indoles and alkyl, branched, or benzylic alcohols, a variety of indolylamides can be formed. Aryl indolylamides can be functionalized through an additional dehydrogenative coupling to furnish elaborated polycyclic heterocycles similar to biologically active structures previously reported.

Original languageEnglish (US)
Pages (from-to)1651-1654
Number of pages4
JournalOrganic Letters
Volume11
Issue number7
DOIs
StatePublished - Apr 2 2009

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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