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Issue 20, 2017
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Facile oxidative cyclization to access C2-quaternary 2-hydroxy-indolin-3-ones: synthetic studies towards matemone

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Abstract

A concise and facile approach for the construction of 2-hydroxy-2-substituted indol-3-ones was developed through an oxidative cyclization of 2-aminophenyl-1,3-dione. Using CAN and TEMPO as oxidants, C2-quaternary 2-hydroxy-indolin-3-ones were efficiently installed in moderate to excellent yields (up to 99%). Moreover, this developed protocol was further applied to synthetic studies towards natural product matemone by starting from readily available 2-amino-4-bromobenzoic acid, and the precursor for matemone was efficiently installed.

Graphical abstract: Facile oxidative cyclization to access C2-quaternary 2-hydroxy-indolin-3-ones: synthetic studies towards matemone

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Publication details

The article was received on 23 Jun 2017, accepted on 31 Aug 2017 and first published on 01 Sep 2017


Article type: Letter
DOI: 10.1039/C7NJ02246H
Citation: New J. Chem., 2017,41, 11503-11506
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    Facile oxidative cyclization to access C2-quaternary 2-hydroxy-indolin-3-ones: synthetic studies towards matemone

    S. Wen, Z. Zhou, J. Xiao, J. Li, H. Xiang and H. Yang, New J. Chem., 2017, 41, 11503
    DOI: 10.1039/C7NJ02246H

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