Synthesis of oxindoles by palladium-catalyzed C-H bond amidation

Tomoya Miura; Yoshiteru Ito; Masahiro Murakami

doi:10.1246/cl.2009.328

Synthesis of oxindoles by palladium-catalyzed C-H bond amidation

Tomoya Miura, Yoshiteru Ito, Masahiro Murakami

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

36 Citations (Scopus)

Abstract

Treatment of N-tosylphenylacetamide derivatives with cop-per(II) acetate in the presence of a catalytic amount of palladi-um(II) acetate affords 3,3-disubstituted oxindoles. The reaction proceeds through the intramolecular metallation of an aromatic C-H bond and the following C-N bond formation by reductive elimination.

Original language	English
Pages (from-to)	328-329
Number of pages	2
Journal	Chemistry Letters
Volume	38
Issue number	4
DOIs	https://doi.org/10.1246/cl.2009.328
Publication status	Published - 2009
Externally published	Yes

ASJC Scopus subject areas

Chemistry(all)

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10.1246/cl.2009.328

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title = "Synthesis of oxindoles by palladium-catalyzed C-H bond amidation",

abstract = "Treatment of N-tosylphenylacetamide derivatives with cop-per(II) acetate in the presence of a catalytic amount of palladi-um(II) acetate affords 3,3-disubstituted oxindoles. The reaction proceeds through the intramolecular metallation of an aromatic C-H bond and the following C-N bond formation by reductive elimination.",

author = "Tomoya Miura and Yoshiteru Ito and Masahiro Murakami",

year = "2009",

doi = "10.1246/cl.2009.328",

language = "English",

volume = "38",

pages = "328--329",

journal = "Chemistry Letters",

issn = "0366-7022",

publisher = "Chemical Society of Japan",

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AU - Miura, Tomoya

AU - Ito, Yoshiteru

AU - Murakami, Masahiro

PY - 2009

Y1 - 2009

N2 - Treatment of N-tosylphenylacetamide derivatives with cop-per(II) acetate in the presence of a catalytic amount of palladi-um(II) acetate affords 3,3-disubstituted oxindoles. The reaction proceeds through the intramolecular metallation of an aromatic C-H bond and the following C-N bond formation by reductive elimination.

AB - Treatment of N-tosylphenylacetamide derivatives with cop-per(II) acetate in the presence of a catalytic amount of palladi-um(II) acetate affords 3,3-disubstituted oxindoles. The reaction proceeds through the intramolecular metallation of an aromatic C-H bond and the following C-N bond formation by reductive elimination.

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DO - 10.1246/cl.2009.328

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JO - Chemistry Letters

JF - Chemistry Letters

SN - 0366-7022

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ER -

Synthesis of oxindoles by palladium-catalyzed C-H bond amidation

Abstract

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