Synthesis of 2,3-dialkylindoles from 2-alkenylphenylisocyanides and imines by silyltelluride- and tin hydride-mediated sequential radical reactions

Masashi Kotani, Shigeru Yamago, Ayumu Satoh, Hidetoshi Tokuyama, Tohru Fukuyama

Research output: Contribution to journalArticlepeer-review

21 Citations (Scopus)

Abstract

A new method for the synthesis of 2,3-dialkylindoles is described. The silyltelluride-mediated coupling reaction of imines and 2- alkenylphenylisocyanides selectively occurred at the isocyanide moiety to give the corresponding imidoyltelluride. Tin hydride-mediated intramolecular cyclization of the imidoyltelluride affords 2,3-dialkylindoles in good to excellent combined yields.

Original languageEnglish
Pages (from-to)1893-1896
Number of pages4
JournalSynlett
Issue number12
DOIs
Publication statusPublished - 2005 Aug 1
Externally publishedYes

Keywords

  • Cyclization
  • Indoles
  • Isocyanides
  • Radical reactions
  • Tellurium

ASJC Scopus subject areas

  • Organic Chemistry

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