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Photoredox-catalyzed direct aminoalkylation of isatins: diastereoselective access to 3-hydroxy-3-aminoalkylindolin-2-ones analogues

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Abstract

A practical protocol for the direct aminoalkylation of isatins with tetrahydroisoquinolines and other amines via a photoredox catalyzed radical–radical cross-coupling process is described. Various 3-hydroxy-3-aminoalkylindolin-2-ones with eminent diastereoselectivity were efficiently assembled in good to excellent yield under mild conditions, thus providing a facile route to rapidly access 3-substituted-3-hydroxyindolin-2-ones of potential biological importance.

Graphical abstract: Photoredox-catalyzed direct aminoalkylation of isatins: diastereoselective access to 3-hydroxy-3-aminoalkylindolin-2-ones analogues

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Publication details

The article was received on 24 Feb 2018, accepted on 16 Mar 2018 and first published on 20 Mar 2018


Article type: Research Article
DOI: 10.1039/C8QO00201K
Citation: Org. Chem. Front., 2018, Advance Article
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    Photoredox-catalyzed direct aminoalkylation of isatins: diastereoselective access to 3-hydroxy-3-aminoalkylindolin-2-ones analogues

    C. Wang, D. Song, P. Xia, Z. Ye, J. Xiao, H. Xiang, X. Chen and H. Yang, Org. Chem. Front., 2018, Advance Article , DOI: 10.1039/C8QO00201K

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