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Synthesis of benzoxazoles via the copper-catalyzed hydroamination of alkynones with 2-aminophenols

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Abstract

We describe herein the synthetic method to benzoxazole derivatives via the copper-catalyzed hydroamination of alkynones with 2-aminophenols. The method produced a wide variety of functionalized benzoxazole derivatives in good yields. Preliminary mechanistic experiments revealed that the reaction would proceed through the copper-catalyzed hydroamination of alkynones and the sequential intramolecular cyclization of β-iminoketones/elimination of acetophenone promoted by the copper catalyst.

Graphical abstract: Synthesis of benzoxazoles via the copper-catalyzed hydroamination of alkynones with 2-aminophenols

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Publication details

The article was received on 11 Mar 2019, accepted on 27 Mar 2019 and first published on 28 Mar 2019


Article type: Communication
DOI: 10.1039/C9OB00572B
Citation: Org. Biomol. Chem., 2019, Advance Article

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    Synthesis of benzoxazoles via the copper-catalyzed hydroamination of alkynones with 2-aminophenols

    K. Oshimoto, H. Tsuji and M. Kawatsura, Org. Biomol. Chem., 2019, Advance Article , DOI: 10.1039/C9OB00572B

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