Derivatization of a tris-oxazole using Pd-catalyzed coupling reactions of a 5-bromooxazole moiety

Kazuaki Shibata, Masahito Yoshida, Takayuki Doi, Takashi Takahashi

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

Modification at the C5 position of an oxazole ring contained in a 2,4-concatenated tris-oxazole by Pd-catalyzed coupling reactions was performed. Novel Pd-catalyzed amination and alkoxylation of a 5-bromooxazole derivative as well as Suzuki-Miyaura coupling and Migita-Stille coupling have been demonstrated. A wide variety of functional groups, including aryl, heteroaryl, primary and secondary amines, and phenol, were introduced in the 5-bromooxazole moiety in moderate to excellent yields using Pd(OAc)2/S-PHOS or Pd(OAc)2/X-PHOS as a catalyst.

Original languageEnglish
Pages (from-to)1674-1677
Number of pages4
JournalTetrahedron Letters
Volume51
Issue number13
DOIs
Publication statusPublished - 2010 Mar 31

Keywords

  • Alkoxylation
  • Amination
  • Cross-coupling
  • Oxazoles
  • Pd-catalyzed reaction

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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