Studies toward the synthesis of toddquinoline by intramolecular cyclization

Georgeta Serban, Yasumi Shigeta, Hiromi Nishioka, Hitoshi Abe, Yasuo Takeuchi, Takashi Harayamac

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

In connection with studies on the total synthesis of toddaquinoline (1), the synthesis of [1,3]dioxolo[4',5':4,5]benzo[h]quinoline (la), which is the tetracyclic core of 1, was investigated. Intramolecular benzene-pyridine coupling reactions of the monobromide (9) and dibromide (10), using a Pd reagent and Cu reagent, were evaluated to produce la in poor to moderate yields.

Original languageEnglish
Pages (from-to)1623-1630
Number of pages8
JournalHeterocycles
Volume71
Issue number7
Publication statusPublished - Jul 1 2007

Fingerprint

Cyclization
Benzene
pyridine
benzo(h)quinoline

Keywords

  • Aryl-Aryl Coupling Reaction
  • Benzo[h]quinoline Alkaloid
  • Parladium-Assisted Reaction
  • Toddalia asiatica
  • Ullmann Reaction

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Serban, G., Shigeta, Y., Nishioka, H., Abe, H., Takeuchi, Y., & Harayamac, T. (2007). Studies toward the synthesis of toddquinoline by intramolecular cyclization. Heterocycles, 71(7), 1623-1630.

Studies toward the synthesis of toddquinoline by intramolecular cyclization. / Serban, Georgeta; Shigeta, Yasumi; Nishioka, Hiromi; Abe, Hitoshi; Takeuchi, Yasuo; Harayamac, Takashi.

In: Heterocycles, Vol. 71, No. 7, 01.07.2007, p. 1623-1630.

Research output: Contribution to journalArticle

Serban, G, Shigeta, Y, Nishioka, H, Abe, H, Takeuchi, Y & Harayamac, T 2007, 'Studies toward the synthesis of toddquinoline by intramolecular cyclization', Heterocycles, vol. 71, no. 7, pp. 1623-1630.
Serban, Georgeta ; Shigeta, Yasumi ; Nishioka, Hiromi ; Abe, Hitoshi ; Takeuchi, Yasuo ; Harayamac, Takashi. / Studies toward the synthesis of toddquinoline by intramolecular cyclization. In: Heterocycles. 2007 ; Vol. 71, No. 7. pp. 1623-1630.
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