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Benzofurans from Benzophenones and Dimethylacetamide: Copper-Promoted Cascade Formation of Furan O1[BOND]C2 and C2[BOND]C3 Bonds Under Oxidative Conditions

Authors

  • María J. Moure,

    1. Department of Organic Chemistry II, Faculty of Science and Technology, University of the Basque Country, Sarriena auzoa, z/g 48940 Leioa (Spain)
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  • Dr. Raul SanMartin,

    Corresponding author
    1. Department of Organic Chemistry II, Faculty of Science and Technology, University of the Basque Country, Sarriena auzoa, z/g 48940 Leioa (Spain)
    • Department of Organic Chemistry II, Faculty of Science and Technology, University of the Basque Country, Sarriena auzoa, z/g 48940 Leioa (Spain)
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  • Prof. Esther Dominguez

    Corresponding author
    1. Department of Organic Chemistry II, Faculty of Science and Technology, University of the Basque Country, Sarriena auzoa, z/g 48940 Leioa (Spain)
    • Department of Organic Chemistry II, Faculty of Science and Technology, University of the Basque Country, Sarriena auzoa, z/g 48940 Leioa (Spain)
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  • This research was supported by the University of the Basque Country/Basque Government (Projects GIC10/52/IT-370-10 and S-PC10UN10) and the Spanish Ministry of Science and Innovation (CTQ2010-20703). M.J.M. thanks the University of the Basque Country (UPV/EHU) for a predoctoral scholarship.

Abstract

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DMA macht′s möglich: Kupfer(II)-acetat und 8-Hydroxychinolin vermitteln eine Reaktionskaskade, die unter Einbau eines Kohlenstoffatoms aus dem Lösungsmittel Dimethylacetamid (DMA) zu Benzofurangerüsten führt. Nicht nur für die Titelreaktion von Benzophenonen, sondern auch für Umsetzungen von 2-Hydroxy-α-arylstyrolen werden deutliche Hinweise auf eine ausschließlich kupferkatalysierte Wacker-Cyclisierung vorgelegt.

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