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

Mátyás Milena, Péter Ábrányi-Balogha, András Dancsó, Gyula Simig, G. 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 2010

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Carbolines
Nitriles
Oxides
Chlorides
1,2,4-triazole

Keywords

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

ASJC Scopus subject areas

  • Organic Chemistry
  • Biochemistry

Cite this

Reaction of 3,4-dihydro-β-carbolines with 4-fluorophenyl-nitrile oxide. / Milena, Mátyás; Ábrányi-Balogha, Péter; Dancsó, András; Simig, Gyula; Keglevich, G.

In: Letters in Organic Chemistry, Vol. 7, No. 5, 07.2010, p. 377-382.

Research output: Contribution to journalArticle

Milena, Mátyás ; Ábrányi-Balogha, Péter ; Dancsó, András ; Simig, Gyula ; Keglevich, G. / Reaction of 3,4-dihydro-β-carbolines with 4-fluorophenyl-nitrile oxide. In: Letters in Organic Chemistry. 2010 ; Vol. 7, No. 5. pp. 377-382.
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