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 journalArticle

18 Citations (Scopus)

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
Volume45
Issue number4
DOIs
StatePublished - 2013

Fingerprint

Cyclization
Selenium Oxides
Microwave irradiation
Selenium
Amides
Amines
Acids

Keywords

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

ASJC Scopus subject areas

  • Organic Chemistry
  • Catalysis

Cite this

One-pot two-step synthesis of quinoxalinones and diazepinones via a tandem oxidative amidation-deprotection-cyclization sequence. / Shaw, Arthur Y.; Denning, Christine R.; Hulme, Christopher.

In: Synthesis, Vol. 45, No. 4, SS-2012-M0793-OP, 2013, p. 459-462.

Research output: Contribution to journalArticle

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