Oxidative C-H/C-H coupling of azine and indole/pyrrole nuclei: Palladium catalysis and synthesis of eudistomin U

Atsushi D. Yamaguchi; Debashis Mandal; Junichiro Yamaguchi; Kenichiro Itami

doi:10.1246/cl.2011.555

Oxidative C-H/C-H coupling of azine and indole/pyrrole nuclei: Palladium catalysis and synthesis of eudistomin U

Atsushi D. Yamaguchi, Debashis Mandal, Junichiro Yamaguchi, Kenichiro Itami

Research output: Contribution to journal › Review article › peer-review

99 Citations (Scopus)

Abstract

We have developed a palladium-catalyzed C-H/C-H coupling reaction of indoles or pyrroles with azine N-oxides. The reaction proceeds selectively at the C3 position of indoles/pyrroles and the C2 position of azine N-oxides. Furthermore, we have accomplished the synthesis of marine indole alkaloid eudistomin U by utilizing this newly developed C-H/C-H coupling reaction.

Original language	English
Pages (from-to)	555-557
Number of pages	3
Journal	Chemistry Letters
Volume	40
Issue number	6
DOIs	https://doi.org/10.1246/cl.2011.555
Publication status	Published - 2011
Externally published	Yes

ASJC Scopus subject areas

Chemistry(all)

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abstract = "We have developed a palladium-catalyzed C-H/C-H coupling reaction of indoles or pyrroles with azine N-oxides. The reaction proceeds selectively at the C3 position of indoles/pyrroles and the C2 position of azine N-oxides. Furthermore, we have accomplished the synthesis of marine indole alkaloid eudistomin U by utilizing this newly developed C-H/C-H coupling reaction.",

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journal = "Chemistry Letters",

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AU - Mandal, Debashis

AU - Yamaguchi, Junichiro

AU - Itami, Kenichiro

PY - 2011

Y1 - 2011

N2 - We have developed a palladium-catalyzed C-H/C-H coupling reaction of indoles or pyrroles with azine N-oxides. The reaction proceeds selectively at the C3 position of indoles/pyrroles and the C2 position of azine N-oxides. Furthermore, we have accomplished the synthesis of marine indole alkaloid eudistomin U by utilizing this newly developed C-H/C-H coupling reaction.

AB - We have developed a palladium-catalyzed C-H/C-H coupling reaction of indoles or pyrroles with azine N-oxides. The reaction proceeds selectively at the C3 position of indoles/pyrroles and the C2 position of azine N-oxides. Furthermore, we have accomplished the synthesis of marine indole alkaloid eudistomin U by utilizing this newly developed C-H/C-H coupling reaction.

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DO - 10.1246/cl.2011.555

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