Iron-catalyzed nitrogen-directed coupling of arene and aryl bromides mediated by metallic magnesium

Laurean Ilies, Motoaki Kobayashi, Arimasa Matsumoto, Naohiko Yoshikai, Eiichi Nakamura

Research output: Contribution to journalArticlepeer-review

43 Citations (Scopus)

Abstract

2-Arylpyridines, 2-alkenylpyridine, and aromatic imines can be coupled with aryl bromides in the presence of an iron catalyst, metallic magnesium, a diamine ligand and an organic dihalide oxidant at 0 °C. The use of a 1:1 mixture of tetrahydrofuran and 1,4-dioxane is essential for this C-H bond activation reaction. The reaction has wider scope of the substrate compared with the reaction using a separately prepared Grignard reagent, and proceeds with lower catalyst loading (2.5 mol%).

Original languageEnglish
Pages (from-to)593-596
Number of pages4
JournalAdvanced Synthesis and Catalysis
Volume354
Issue number4
DOIs
Publication statusPublished - 2012 Mar
Externally publishedYes

Keywords

  • C-H activation
  • aryl bromides
  • biaryls
  • iron
  • magnesium

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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