2-Hydroxyindoline-3-triethylammonium Bromide: A Reagent for Formal C3-Electrophilic Reactions of Indoles

Takumi Abe, Takuro Suzuki, Masahiro Anada, Shigeki Matsunaga, Koji Yamada

Research output: Contribution to journalArticlepeer-review

42 Citations (Scopus)


A novel indole-2,3-epoxide equivalent, 2-hydroxyindoline-3-triethylammonium bromide, was found to be a convenient reagent for formal C3-electrophilic reactions of indoles with various nucleophiles. By taking advantage of the nucleophilic character of the oxygen of the 2-hydroxyindoline, the interrupted retro-Claisen and interrupted Feist-Bénary reactions with 1,3-dicarbonyl compounds were efficiently achieved.

Original languageEnglish
Pages (from-to)4275-4278
Number of pages4
JournalOrganic Letters
Issue number16
Publication statusPublished - Aug 18 2017
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry


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