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Iron-Catalyzed Synthesis of Cyclopropyl Halides

Authors

  • Sabine Grupe,

    1. Institute of Organic Chemistry, University of Regensburg, Universitätsstr. 31, 93053 Regensburg (Germany), Fax: (+49) 0941-943-4617
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  • Prof. Dr. Axel Jacobi von Wangelin

    Corresponding author
    1. Institute of Organic Chemistry, University of Regensburg, Universitätsstr. 31, 93053 Regensburg (Germany), Fax: (+49) 0941-943-4617
    • Institute of Organic Chemistry, University of Regensburg, Universitätsstr. 31, 93053 Regensburg (Germany), Fax: (+49) 0941-943-4617
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Abstract

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Under a halo: Selective iron-catalyzed hydrodehalogenations of dibromo- and dichlorocyclopropanes are effectively realized with tBuMgCl as the reductant. The reactions proceed under mild conditions and exhibit superior selectivities to iron-free protocols, as no allenes are formed. The sequential combination of base-mediated dihalocyclopropanation and this mono-dehalogenation provides straightforward access to substituted monohalocyclopropanes.

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