Concise synthesis of fagaridine and decarine, phenolic benzo[c]phenanthridine alkaloids, using the palladium-assisted biaryl coupling reaction

Takashi Harayama, Tomonori Sato, Yuichiro Nakano, Hitoshi Abe, Yasuo Takeuchi

Research output: Contribution to journalArticle

32 Citations (Scopus)

Abstract

Total synthesis of fagaridine (5) and decarine (6), phenolic benzo[c]phenanthridine alkaloids, was accomplished via the aryl-aryl coupling reaction of bromo amides protected by an isopropyl group with palladium, followed by reduction with LiAlH4 and treatment with conc. HCl.

Original languageEnglish
Pages (from-to)293-301
Number of pages9
JournalHeterocycles
Volume59
Issue number1
Publication statusPublished - Jan 1 2003

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Phenanthridines
Palladium
Alkaloids
Amides
lithium aluminum hydride
fagaridine

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Concise synthesis of fagaridine and decarine, phenolic benzo[c]phenanthridine alkaloids, using the palladium-assisted biaryl coupling reaction. / Harayama, Takashi; Sato, Tomonori; Nakano, Yuichiro; Abe, Hitoshi; Takeuchi, Yasuo.

In: Heterocycles, Vol. 59, No. 1, 01.01.2003, p. 293-301.

Research output: Contribution to journalArticle

Harayama, Takashi ; Sato, Tomonori ; Nakano, Yuichiro ; Abe, Hitoshi ; Takeuchi, Yasuo. / Concise synthesis of fagaridine and decarine, phenolic benzo[c]phenanthridine alkaloids, using the palladium-assisted biaryl coupling reaction. In: Heterocycles. 2003 ; Vol. 59, No. 1. pp. 293-301.
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