A tandem isomerization/prins strategy: Iridium(III)/Brønsted acid cooperative catalysis

Vince M. Lombardo, Christopher D. Thomas, Karl A Scheidt*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

47 Scopus citations

Abstract

Working together: A mild and efficient isomerization/protonation sequence generates pyran-fused indoles by cooperative catalysis between cationic iridium(III) and Bi(OTf)3. Three distinct cyclization manifolds lead to the corresponding bioactive scaffolds in good yields. In addition, N-substituted indoles can be synthesized enantioselectively in the presence of a chiral phosphate.

Original languageEnglish (US)
Pages (from-to)12910-12914
Number of pages5
JournalAngewandte Chemie - International Edition
Volume52
Issue number49
DOIs
StatePublished - Dec 2 2013

Keywords

  • bismuth
  • cooperative catalysis
  • cyclization
  • heterocycles
  • synthetic methods

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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