Novel succinct routes to quinoxalines and 2-benzimidazolylquinoxalines via the Ugi reaction

Muhammad Ayaz, Zhigang Xu, Christopher Hulme

Research output: Contribution to journalArticle

21 Scopus citations

Abstract

This Letter reveals a unique, user-friendly, concise two-step, one-pot protocol for the synthesis of highly substituted quinoxalines. Conducting the Ugi reaction with appropriately functionalized classical Ugi reagents with subsequent acid treatment of the Ugi adduct affords collections of diversified quinoxalines in good to excellent yields. The methodology exploits what may be viewed as a 'convertible carboxylic acid', which in addition may be captured in an intramolecular sense to generate structurally complex 2- benzimidazolylquinoxalines in a mere two steps.

Original languageEnglish (US)
Pages (from-to)3406-3409
Number of pages4
JournalTetrahedron Letters
Volume55
Issue number23
DOIs
Publication statusPublished - Jun 4 2014

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Keywords

  • Acyl transfer
  • Benzimidazole
  • Post-condensation modifications
  • Quinoxaline
  • Ugi reaction

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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