A copper-catalyzed domino radical cyclization route to benzospiro-indolizidinepyrrolidinones

Christian V. Stevens, Ellen Van Meenen, Kurt G.R. Masschelein, Yves Eeckhout, Wim Hooghe, Bart D'hondt, Victor N. Nemykin, Viktor V. Zhdankin

Research output: Contribution to journalArticlepeer-review

20 Citations (Scopus)


In this Letter the synthesis of benzospiro-indolizidinepyrrolidinones is described by a domino atom transfer radical cyclization reaction using a copper catalyst. The structure of one of the products was established by single crystal X-ray diffraction. The investigated precursors, bearing a homo allyl substituent on the N-indole, result in a 5-exo-trig, followed by a 6-endo-trig cyclization. When the N-indole is substituted with an allyl group, only the spiro-cyclization occurs.

Original languageEnglish
Pages (from-to)7108-7111
Number of pages4
JournalTetrahedron Letters
Issue number40
Publication statusPublished - 1 Oct 2007
Externally publishedYes


  • Atom transfer radical cyclization
  • ATRC
  • Cu(I)Cl
  • Domino reaction

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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