Directed C-H alkenylation of quinoline N-oxides at the C-8 position using a cationic rhodium(I) catalyst

Takanori Shibata, Yusuke Matsuo

Research output: Contribution to journalArticle

51 Citations (Scopus)

Abstract

The cationic rhodium-catalyzed alkenylation proceeds at the C-8 position of quinoline N-oxides. Regioselective C-H bond activation was achieved by the directing effect of the anionic oxygen of an N-oxide moiety, which can be readily removed by reductive treatment. A variety of 8-alkenylated quinoline N-oxides was obtained in moderate to high yields.

Original languageEnglish
Pages (from-to)1516-1520
Number of pages5
JournalAdvanced Synthesis and Catalysis
Volume356
Issue number7
DOIs
Publication statusPublished - 2014 May 5

Keywords

  • C-H activation
  • N-oxides
  • alkenylation
  • directing group
  • rhodium catalysts

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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