Reaction of 3,4-dihydro-β-carbolines with 4-fluorophenyl-nitrile oxide

Mátyás Milena, Péter Ábrányi-Balogha, András Dancsó, Gyula Simig, György Keglevich

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

The reaction of 3,4-dihydro-β-carboline 5a with the nitrile oxide generated from 4-fluoro-Nhydroxybenzenecarboximidoyl chloride (6) gave novel adduct 7a that on standing at 26 °C in CDCl3 was isomerized to species 8. As an extension, the reaction of the dihydro-β-carbolines substituted on C(1) (5b-e) afforded the analogous adducts (7b-e). In case of using two equivalents of reagent 6, the corresponding 1,2,4-triazole-2-oxide (10b-e) was also formed beside the adduct (7b-e).

Original languageEnglish
Pages (from-to)377-382
Number of pages6
JournalLetters in Organic Chemistry
Volume7
Issue number5
DOIs
Publication statusPublished - Jul 1 2010

Keywords

  • 3,4-dihydro-β-carboline
  • Alkaloides
  • Cycloaddition
  • Nitrile oxide
  • Oxadiazolo-pyrido-indole

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry

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