Total synthesis of carbazole-1,4-quinone alkaloid koeniginequinones a and B based on a one-pot cyclocarbonylation procedure from 2-alkenyl-3-iodoindole

Takashi Nishiyama; Nanase Satsuki; Satoshi Hibino; Mami Fujii; Takumi Abe; Minoru Ishikura; Tominari Choshi

doi:10.3987/COM-15-S(T)5

Total synthesis of carbazole-1,4-quinone alkaloid koeniginequinones a and B based on a one-pot cyclocarbonylation procedure from 2-alkenyl-3-iodoindole

Takashi Nishiyama, Nanase Satsuki, Satoshi Hibino, Mami Fujii, Takumi Abe, Minoru Ishikura, Tominari Choshi

Research output: Contribution to journal › Article › peer-review

3 Citations (Scopus)

Abstract

Total syntheses of koeniginequinones A and B, isolated from Murraya koenigii, were newly achieved by constructing of carbazole-1,4-quinone using a one-pot Pd-catalyzed cyclocarbonylation method with 2-(but-2-en-1-yl)-3-iodoindoles derived from known methyl 6-methoxyindole-2-carboxylate and methyl 5,6-dimethoxyindole-2-carboxylate, followed by desilylation, and an oxidation sequence.

Original language	English
Pages (from-to)	84-100
Number of pages	17
Journal	Heterocycles
Volume	93
Issue number	1
DOIs	https://doi.org/10.3987/COM-15-S(T)5
Publication status	Published - 2016
Externally published	Yes

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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abstract = "Total syntheses of koeniginequinones A and B, isolated from Murraya koenigii, were newly achieved by constructing of carbazole-1,4-quinone using a one-pot Pd-catalyzed cyclocarbonylation method with 2-(but-2-en-1-yl)-3-iodoindoles derived from known methyl 6-methoxyindole-2-carboxylate and methyl 5,6-dimethoxyindole-2-carboxylate, followed by desilylation, and an oxidation sequence.",

author = "Takashi Nishiyama and Nanase Satsuki and Satoshi Hibino and Mami Fujii and Takumi Abe and Minoru Ishikura and Tominari Choshi",

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T1 - Total synthesis of carbazole-1,4-quinone alkaloid koeniginequinones a and B based on a one-pot cyclocarbonylation procedure from 2-alkenyl-3-iodoindole

AU - Nishiyama, Takashi

AU - Satsuki, Nanase

AU - Hibino, Satoshi

AU - Fujii, Mami

AU - Abe, Takumi

AU - Ishikura, Minoru

AU - Choshi, Tominari

PY - 2016

Y1 - 2016

N2 - Total syntheses of koeniginequinones A and B, isolated from Murraya koenigii, were newly achieved by constructing of carbazole-1,4-quinone using a one-pot Pd-catalyzed cyclocarbonylation method with 2-(but-2-en-1-yl)-3-iodoindoles derived from known methyl 6-methoxyindole-2-carboxylate and methyl 5,6-dimethoxyindole-2-carboxylate, followed by desilylation, and an oxidation sequence.

AB - Total syntheses of koeniginequinones A and B, isolated from Murraya koenigii, were newly achieved by constructing of carbazole-1,4-quinone using a one-pot Pd-catalyzed cyclocarbonylation method with 2-(but-2-en-1-yl)-3-iodoindoles derived from known methyl 6-methoxyindole-2-carboxylate and methyl 5,6-dimethoxyindole-2-carboxylate, followed by desilylation, and an oxidation sequence.

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Total synthesis of carbazole-1,4-quinone alkaloid koeniginequinones a and B based on a one-pot cyclocarbonylation procedure from 2-alkenyl-3-iodoindole

Abstract

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