One-pot two-step synthesis of quinoxalinones and diazepinones via a tandem oxidative amidation-deprotection-cyclization sequence

Arthur Y. Shaw, Christine R. Denning, Christopher Hulme

Research output: Contribution to journalArticlepeer-review

20 Scopus citations

Abstract

This report discloses novel concise syntheses of quinoxalinones and diazepinones via a tandem oxidative amidation-deprotection-cyclization sequence. A selenium dioxide mediated oxidative amidation of arylglyoxals with secondary amines was carried out under microwave irradiation to give the corresponding α-keto amides, followed by an acid-promoted deprotection and cyclization to afford the desired products in moderate to good yields.

Original languageEnglish (US)
Article numberSS-2012-M0793-OP
Pages (from-to)459-462
Number of pages4
JournalSynthesis (Germany)
Volume45
Issue number4
DOIs
StatePublished - Jan 11 2013

Keywords

  • cyclization
  • multicomponent reaction
  • oxidation
  • selenium
  • tandem reaction

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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