C2-Alkylation of N-pyrimidylindole with vinylsilane via cobalt-catalyzed C-H bond activation

Zhenhua Ding, Naohiko Yoshikai

Research output: Contribution to journalArticlepeer-review

34 Citations (Scopus)

Abstract

Direct C2-alkylation of an indole bearing a readily removable N-pyrimidyl group with a vinylsilane was achieved by using a cobalt catalyst generated in situ from CoBr 2, bathocuproine, and cyclohexylmagnesium bromide. The reaction allows coupling between a series of N-pyrimidylindoles and vinylsilanes at a mild reaction temperature of 60 °C, affording the corresponding alkylated indoles in moderate to good yields.

Original languageEnglish
Pages (from-to)1536-1542
Number of pages7
JournalBeilstein Journal of Organic Chemistry
Volume8
DOIs
Publication statusPublished - 2012 Sep 13
Externally publishedYes

Keywords

  • Alkylation
  • C-H functionalization
  • Cobalt
  • Indole
  • Vinylsilane

ASJC Scopus subject areas

  • Organic Chemistry

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