Facile creation of 3-indolyl-3-hydroxy-2-oxindoles by an organocatalytic enantioselective friedel-crafts reaction of indoles with isatins

Jing Deng, Shilei Zhang, Peng Ding, Hualiang Jiang, Wei Wang, Jian Li

Research output: Contribution to journalArticlepeer-review

96 Scopus citations

Abstract

The first direct enantioselective FriedelCrafts reaction of indoles with isatins has been developed. The process is catalyzed by simple cupreine under mild reaction conditions and affords synthetically and biologically interesting, chiral 3-indolyl-3-hydroxy-2-oxindoles in good yields (6897%) and with high enantioselectivities (76-91%).

Original languageEnglish (US)
Pages (from-to)833-838
Number of pages6
JournalAdvanced Synthesis and Catalysis
Volume352
Issue number5
DOIs
StatePublished - Mar 22 2010
Externally publishedYes

Keywords

  • Asymmetric friedel-crafts reaction
  • Indoles
  • Isatins
  • Organocatalysis

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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