Synthesis of new β-carboline derivatives fused with β-lactam rings: An experimental and theoretical study

Mátyás Milen, Péter Ábrányi-Balogh, Zoltán Mucsi, András Dancsó, Dávid Frigyes, László Pongó, G. Keglevich

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

The Staudinger reaction of various β-carboline derivatives with aryloxyacetyl chlorides led to novel fused tetracyclic compounds containing two biologically considerable cores, such as the β-carboline and the β-lactam units. The reaction is stereoselective, giving exclusively the cis cycloadducts as racemates. The mechanism and the 100% stereoselectivity of this cycloaddition was studied by high level quantum chemical calculations.

Original languageEnglish
Pages (from-to)1894-1902
Number of pages9
JournalCurrent Organic Chemistry
Volume17
Issue number17
DOIs
Publication statusPublished - 2013

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Carbolines
Lactams
Derivatives
Stereoselectivity
Cycloaddition
Chlorides

Keywords

  • β-Carbolines
  • β-Lactams
  • Cycloaddition
  • Mechanism
  • Staudinger reaction

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Synthesis of new β-carboline derivatives fused with β-lactam rings : An experimental and theoretical study. / Milen, Mátyás; Ábrányi-Balogh, Péter; Mucsi, Zoltán; Dancsó, András; Frigyes, Dávid; Pongó, László; Keglevich, G.

In: Current Organic Chemistry, Vol. 17, No. 17, 2013, p. 1894-1902.

Research output: Contribution to journalArticle

Milen, Mátyás ; Ábrányi-Balogh, Péter ; Mucsi, Zoltán ; Dancsó, András ; Frigyes, Dávid ; Pongó, László ; Keglevich, G. / Synthesis of new β-carboline derivatives fused with β-lactam rings : An experimental and theoretical study. In: Current Organic Chemistry. 2013 ; Vol. 17, No. 17. pp. 1894-1902.
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