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, György Keglevich

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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 - Aug 15 2013

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Keywords

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

ASJC Scopus subject areas

  • Organic Chemistry

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