Sequential Sonogashira and Suzuki cross-coupling reactions in the indole and indazole series

Bernhard Witulski, Javier Ramon Azcon, Carole Alayrac, Anca Arnautu, Valérie Collot, Sylvain Rault

Research output: Contribution to journalArticle

41 Citations (Scopus)

Abstract

3-Iodoindoles, 5-bromo-3-iodoindoles and 5-bromo-3-iodoindazoles have been studied with respect to their reactivity and selectivity in palladium catalyzed Sonogashira and Suzuki cross-coupling reactions. As a result, sequential Sonogashira-Sonogashira, Sonogashira-Suzuki, and Suzuki-Sonogashira reactions with 5-bromo-3-iodoindoles or indazoles were used to obtain a large range of new functionalized indoles and indazoles, which are potential 5-HT receptor ligands.

Original languageEnglish
Pages (from-to)771-780
Number of pages10
JournalSynthesis
Issue number5
DOIs
Publication statusPublished - 2005 Apr 1
Externally publishedYes

Keywords

  • Alkynes
  • Catalysis
  • Indazoles
  • Indoles
  • Palladium

ASJC Scopus subject areas

  • Organic Chemistry

Fingerprint Dive into the research topics of 'Sequential Sonogashira and Suzuki cross-coupling reactions in the indole and indazole series'. Together they form a unique fingerprint.

  • Cite this

    Witulski, B., Azcon, J. R., Alayrac, C., Arnautu, A., Collot, V., & Rault, S. (2005). Sequential Sonogashira and Suzuki cross-coupling reactions in the indole and indazole series. Synthesis, (5), 771-780. https://doi.org/10.1055/s-2005-861825