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Issue 5, 2014
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Gold-catalyzed annulations of allenes with N-hydroxyanilines to form indole derivatives with benzaldehyde as a promoter

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Abstract

Gold-catalyzed syntheses of 2,3-disubstituted indole derivatives from N-hydroxyanilines and allenes are described; these reactions require benzaldehyde as an additive to generate nitrones in situ. Our control experiments indicate that nitrones and water were indispensable in the reactions whereas N-hydroxyanilines alone were inactive nucleophiles. This synthetic method is compatible with allenes and N-hydroxyanilines with a reasonable range, further highlighting its synthetic utility.

Graphical abstract: Gold-catalyzed annulations of allenes with N-hydroxyanilines to form indole derivatives with benzaldehyde as a promoter

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Publication details

The article was received on 25 Oct 2013, accepted on 09 Dec 2013 and first published on 10 Dec 2013


Article type: Communication
DOI: 10.1039/C3OB42131G
Citation: Org. Biomol. Chem., 2014,12, 737-740
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    Gold-catalyzed annulations of allenes with N-hydroxyanilines to form indole derivatives with benzaldehyde as a promoter

    R. K. Kawade, P. Huang, S. N. Karad and R. Liu, Org. Biomol. Chem., 2014, 12, 737
    DOI: 10.1039/C3OB42131G

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