Lewis Acid and Fluoroalcohol Mediated Nucleophilic Addition to the C2 Position of Indoles

Naoki Morimoto, Kumika Morioku, Hideyuki Suzuki, Yasuo Takeuchi, Yuta Nishina

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

Indole readily undergoes nucleophilic substitution at the C3 site, and many indole derivatives have been functionalized using this property. Indole also forms indolium, which allows electrophilic addition in acidic conditions, but current examples have been limited to intramolecular reactions. C2 site-selective nucleophilic addition to indole derivatives using fluoroalcohol and a Lewis acid was developed.

Original languageEnglish
Pages (from-to)2020-2023
Number of pages4
JournalOrganic Letters
Volume18
Issue number9
DOIs
Publication statusPublished - May 6 2016

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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