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Issue 13, 2017
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Spirooxindole synthesis via palladium-catalyzed dearomative reductive-Heck reaction

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Abstract

Palladium-catalyzed intramolecular dearomative reductive-Heck reaction of C2-substituted indoles is developed, which provides access to structurally diverse 3,2′-spiropyrrolidine oxindoles. By changing the hydride source to AcONa base, direct C3-arylation products [2,3-b]quinolinones are achieved in good yields. The reaction of C2-substituted benzofuran is also realized, delivering the desired spiro-product.

Graphical abstract: Spirooxindole synthesis via palladium-catalyzed dearomative reductive-Heck reaction

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Publication details

The article was received on 19 Jan 2017, accepted on 27 Feb 2017 and first published on 27 Feb 2017


Article type: Communication
DOI: 10.1039/C7OB00146K
Citation: Org. Biomol. Chem., 2017,15, 2711-2715
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    Spirooxindole synthesis via palladium-catalyzed dearomative reductive-Heck reaction

    R. Liu, Y. Xu, R. Liang, B. Xiang, H. Xie, J. Gao and Y. Jia, Org. Biomol. Chem., 2017, 15, 2711
    DOI: 10.1039/C7OB00146K

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