Pd(II)/Bu4NBr/DMSO catalytic system for practical synthesis of indoles and pyrroles from imines through aerobic dehydrogenative cyclization

Wei Wen Tan, Xiaoya Hou, Naohiko Yoshikai

Research output: Contribution to journalArticlepeer-review

Abstract

N-Aryl- and N-allylimines derived typically from substituted acetophenones undergo palladium(II)-catalyzed dehydrogenative cyclization reactions in the presence of tetrabutylammonium bromide and molecular oxygen in DMSO to afford indole and pyrrole derivatives, respectively, in moderate to good yields. The reactions are operationally simple and can be readily performed on multigram scales (up to 55 mmol).

Original languageEnglish
Article numberss-2014-z0303-psp
Pages (from-to)2727-2733
Number of pages7
JournalSynthesis (Germany)
Volume46
Issue number20
DOIs
Publication statusPublished - 2014 Oct 1
Externally publishedYes

Keywords

  • C-H activation
  • Heck reaction
  • imines
  • indoles
  • palladium
  • pyrroles

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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