A mild copper-mediated intramolecular amination of aryl halides

Ken Yamada, Tetsuji Kubo, Hidetoshi Tokuyama, Tohru Fukuyama

Research output: Contribution to journalArticlepeer-review

125 Citations (Scopus)

Abstract

A unique combination of copper iodide and cesium acetate was found to mediate intramolecular amination of aryl halides under mild conditions. The reaction proceeds at room temperature with primary or N-benzyl amines and at moderately elevated temperatures with other amine derivatives. The reaction has been applied to the formation of 5-, 6-, and 7-membered rings. Remarkably, halogens at the meta-position were retained, providing a definitive advantage over palladium-catalyzed systems.

Original languageEnglish
Pages (from-to)231-234
Number of pages4
JournalSynlett
Issue number2
Publication statusPublished - 2002 Feb 18
Externally publishedYes

Keywords

  • Aryl amination
  • Cesium acetate
  • Copper
  • Cyclization
  • Nitrobenzenesulfonamides

ASJC Scopus subject areas

  • Organic Chemistry

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