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

Research output: Contribution to journalArticle

27 Citations (Scopus)

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

Fingerprint

Nucleophiles
Copper
Benzoxazoles
Ligands
Derivatives
Amides
Proline
Nitrogen
imidazole
indole
pyrazole

Keywords

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

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Cite this

One-pot tandem synthesis of 2-arylbenzoxazole derivatives via copper-catalyzed C-N and C-O bond formation. / Kavala, Veerababurao; Janreddy, Donala; Raihan, Mustafa J.; Kuo, Chun Wei; Ramesh, Chintakunta; Yao, Ching-Fa.

In: Advanced Synthesis and Catalysis, Vol. 354, No. 11-12, 13.08.2012, p. 2229-2240.

Research output: Contribution to journalArticle

Kavala, Veerababurao ; Janreddy, Donala ; Raihan, Mustafa J. ; Kuo, Chun Wei ; Ramesh, Chintakunta ; Yao, Ching-Fa. / One-pot tandem synthesis of 2-arylbenzoxazole derivatives via copper-catalyzed C-N and C-O bond formation. In: Advanced Synthesis and Catalysis. 2012 ; Vol. 354, No. 11-12. pp. 2229-2240.
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