Synthesis of zanthoxyline and its related compounds: Revision of the reported structure

Hitoshi Abe, Naoko Kobayashi, Yasuo Takeuchi, Takashi Harayama

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

Benzo[c]phenanthridine alkaloid, zanthoxyline, was synthesized through an intramolecular biaryl coupling reaction of N-naphthylbenzamide derivative using a palladium reagent. Comparison of the NMR data for the synthetic product with that reported previously revealed that the proposed structure was incorrect. Synthesis of the related compounds suggested that the correct structure of zanthoxyline is the previously known decarine.

Original languageEnglish
Pages (from-to)873-877
Number of pages5
JournalHeterocycles
Volume80
Issue number2
DOIs
Publication statusPublished - Mar 1 2010

    Fingerprint

Keywords

  • Benzo[c]phenanthridine
  • Coupling Reaction
  • Palladium Catalyzed Reaction

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

Cite this