Total synthesis of benzo[c]phenanthridine alkaloids, chelerythrine and 12-methoxydihydrochelerythrine, by a palladium-assisted internal biaryl coupling reaction

T. Harayama, T. Akiyama, H. Akamatsu, K. Kawano, H. Abe, Y. Takeuchi

Research output: Contribution to journalArticlepeer-review

71 Citations (Scopus)

Abstract

A covenient and versatile synthesis of benzo[c]phenanthridine alkaloids, chelerythrine (1) and 12-methoxydihydrochelerythrine (5), was accomplished via an internal aryl-aryl coupling reaction of haloamides 8 and 9 by a palladium-assisted cyclization reaction.

Original languageEnglish
Pages (from-to)444-450
Number of pages7
JournalSynthesis
Issue number3
DOIs
Publication statusPublished - 2001

Keywords

  • Alkaloids
  • Haloamides
  • Heck-type reaction
  • Internal aryl-aryl coupling
  • Palladium
  • Ring closure

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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