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Issue 90, 2016
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Synthesis of 2,3-disubstituted indenones by cobalt-catalyzed [3+2] annulation of o-methoxycarbonylphenylboronic acid with alkynes

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Abstract

Treatment of alkynes with o-methoxycarbonylphenylboronic acid in the presence of a cobalt catalyst resulted in the corresponding 2,3-disubstituted indenones in good yields. Excellent regioselectivities were observed, when silyl aryl alkynes were used. The intermediate 3-silyl-2-aryl-substituted indenones were converted to 2,3-diaryl indenones by a three-step protocol involving C–Si bromination and Suzuki–Miyaura coupling reaction.

Graphical abstract: Synthesis of 2,3-disubstituted indenones by cobalt-catalyzed [3+2] annulation of o-methoxycarbonylphenylboronic acid with alkynes

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Publication details

The article was received on 05 Oct 2016, accepted on 14 Oct 2016 and first published on 21 Oct 2016


Article type: Communication
DOI: 10.1039/C6CC08032D
Citation: Chem. Commun., 2016,52, 13237-13240

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    Synthesis of 2,3-disubstituted indenones by cobalt-catalyzed [3+2] annulation of o-methoxycarbonylphenylboronic acid with alkynes

    M. Ueda, T. Ueno, Y. Suyama and I. Ryu, Chem. Commun., 2016, 52, 13237
    DOI: 10.1039/C6CC08032D

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