Studies toward the synthesis of toddquinoline by intramolecular cyclization

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

doi:10.3987/com-07-11062

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 journal › Article › peer-review

9 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 language	English
Pages (from-to)	1623-1630
Number of pages	8
Journal	Heterocycles
Volume	71
Issue number	7
DOIs	https://doi.org/10.3987/com-07-11062
Publication status	Published - Jul 1 2007

Keywords

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

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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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.",

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author = "Georgeta Serban and Yasumi Shigeta and Hiromi Nishioka and Hitoshi Abe and Yasuo Takeuchi and Takashi Harayamac",

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T1 - Studies toward the synthesis of toddquinoline by intramolecular cyclization

AU - Serban, Georgeta

AU - Shigeta, Yasumi

AU - Nishioka, Hiromi

AU - Abe, Hitoshi

AU - Takeuchi, Yasuo

AU - Harayamac, Takashi

PY - 2007/7/1

Y1 - 2007/7/1

N2 - 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.

AB - 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.

KW - Aryl-Aryl Coupling Reaction

KW - Benzo[h]quinoline Alkaloid

KW - Parladium-Assisted Reaction

KW - Toddalia asiatica

KW - Ullmann Reaction

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JO - Heterocycles

JF - Heterocycles

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ER -

Studies toward the synthesis of toddquinoline by intramolecular cyclization

Abstract

Keywords

ASJC Scopus subject areas

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