Synthesis of indoloquinazoline alkaloids using cascade reactions

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1 Citation (Scopus)


We describe the total synthesis of indolo [2,1-6] quinazoline alkaloids tryptanthrin (1a), candidine (2), phaitanthrins A (3), B (4), C (5), cruciferane (8), and cephalanthrin A (9) using oxidative cascade sequences as the key step. Phaitanthrin E (7a) was synthesized by a novel methodology that features a concise approach involving the intermolecular condensation and intramolecular aryl C-H amination mediated by Cu-complexes to construct the indolo [2,1-6] quinazoline core. Moreover, an acid catalyzed one-pot synthesis of phaitanthrin E (7a) via intermolecular amination/intramolecular cyclization cascade using NCS was also developed.

Original languageEnglish
Pages (from-to)802-809
Number of pages8
JournalYuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
Issue number8
Publication statusPublished - 2018
Externally publishedYes


  • Cascade reaction
  • Collective synthesis
  • Indole alkaloids
  • Indolo[1,2-6] quinazoline
  • Unified synthesis

ASJC Scopus subject areas

  • Organic Chemistry


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