Unexpected transformations of an azoxyquinoxaline

Annamária Molnár, Sándor Boros, Kálmán Simon, István Hermecz, Csaba Gönczi

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

Treatment of N,N'-di(quinoxalin-2-yl)diazene N-oxide 3 with strong acids did not give the expected Wallach-type hydroxylated product, but the first representative of the pentacyclic imidazo[1,2-a:4,5-b']diquinoxaline system 5. Heating in a weaker acid or neat furnished 1-(quinoxalin-2-yl)quinoxalin-2(1H)- one 12. The structures of these products were confirmed by independent synthesis and NMR experiments or X-ray crystallography.

Original languageEnglish
Pages (from-to)199-207
Number of pages9
JournalArkivoc
Volume2010
Issue number10
DOIs
Publication statusPublished - Aug 2 2010

Keywords

  • Acid catalyzed transformation
  • Azoxy compound
  • Nitrogen heterocycles
  • Rearrangement
  • Thermal transformation

ASJC Scopus subject areas

  • Organic Chemistry

Fingerprint Dive into the research topics of 'Unexpected transformations of an azoxyquinoxaline'. Together they form a unique fingerprint.

  • Cite this

    Molnár, A., Boros, S., Simon, K., Hermecz, I., & Gönczi, C. (2010). Unexpected transformations of an azoxyquinoxaline. Arkivoc, 2010(10), 199-207. https://doi.org/10.3998/ark.5550190.0011.a17