Synthesis of novel N-heterocyclic compounds containing 1,2,3-triazole ring system via domino, “click” and RDA reactions

Márta Palkó, Mohamed El Haimer, Zsanett Kormányos, Ferenc Fülöp

Research output: Contribution to journalArticle

2 Citations (Scopus)


An uncomplicated, high-yielding synthetic route has been developed to constitute complicated heterocycles, applying domino, click and retro-Diels–Alder (RDA) reaction sequences. Starting from 2-aminocarboxamides, a new set of isoindolo[2,1-a]quinazolinones was synthesized with domino ring closure. A click reaction was performed to create the 1,2,3-triazole heterocyclic ring, followed by an RDA reaction resulting in dihydropyrimido[2,1-a]isoindole-2,6-diones. The absolute configuration, concluded by the norbornene structure that served as a chiral source, remained constant throughout the transformations. The structure of the synthesized compounds was examined by1H and13C Nuclear Magnetic Resonance (NMR) methods.

Original languageEnglish
Article number772
Issue number4
Publication statusPublished - Feb 21 2019



  • Click reaction
  • Domino ring closure
  • RDA reaction
  • Regioselectivity
  • Stereoselectivity
  • Traceless chirality transfer

ASJC Scopus subject areas

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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