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Facile access to 2,2-disubstituted indolin-3-ones via a cascade Fischer indolization/Claisen rearrangement reaction

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Abstract

An efficient approach for the synthesis of 2,2-disubstituted indolin-3-ones is described. From readily accessible aryl hydrazines and allyloxyketones, 2,2-disubstituted indolin-3-ones could be obtained in good to excellent yields under mild reaction conditions via a cascade Fischer indolization/Claisen rearrangement process. This protocol provides a facile entry to 2,2-disubstituted indolin-3-ones, which have been applied in the construction of the benzofuroindoline framework related to Phalarine.

Graphical abstract: Facile access to 2,2-disubstituted indolin-3-ones via a cascade Fischer indolization/Claisen rearrangement reaction

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Publication details

The article was received on 15 May 2017, accepted on 09 Jun 2017 and first published on 12 Jun 2017


Article type: Communication
DOI: 10.1039/C7CC03754F
Citation: Chem. Commun., 2017, Advance Article
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    Facile access to 2,2-disubstituted indolin-3-ones via a cascade Fischer indolization/Claisen rearrangement reaction

    Z. Xia, J. Hu, Y. Gao, Q. Yao and W. Xie, Chem. Commun., 2017, Advance Article , DOI: 10.1039/C7CC03754F

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