One-pot tandem synthesis of 2-arylbenzoxazole derivatives via copper-catalyzed C-N and C-O bond formation

Veerababurao Kavala, Donala Janreddy, Mustafa J. Raihan, Chun Wei Kuo, Chintakunta Ramesh, Ching-Fa Yao

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Abstract

The reaction of 2-(2-halophenyl)halobenzamides with a series of nitrogen nucleophiles resulted in the formation of benzoxazole derivatives. This procedure involves copper-catalyzed one-pot tandem C-N/C-O coupling reactions. No ligand was used in the reaction, even in the cases of primary or secondary amides, which were used as N-nucleophiles. However, L-proline was used as ligand in the case of N-aromatic heterocycles like indole, imidazole and pyrazole derivatives.

Original languageEnglish
Pages (from-to)2229-2240
Number of pages12
JournalAdvanced Synthesis and Catalysis
Volume354
Issue number11-12
DOIs
Publication statusPublished - 2012 Aug 13

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Keywords

  • C-heteroatom bond formation
  • benzoxazoles
  • copper
  • ligand-free conditions
  • tandem reactions

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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