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The ortho and meta Magnesiation of Functionalized Anilines and Amino-Substituted Pyridines and Pyrazines at Room Temperature

Authors

  • M. Sc. Gabriel Monzón,

    1. Ludwig Maximilians-Universität München, Department Chemie & Biochemie, Butenandtstrasse 5–13, Haus F, 81377 München (Germany)
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  • Dr. Ilaria Tirotta,

    1. Ludwig Maximilians-Universität München, Department Chemie & Biochemie, Butenandtstrasse 5–13, Haus F, 81377 München (Germany)
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  • Prof. Dr. Paul Knochel

    Corresponding author
    1. Ludwig Maximilians-Universität München, Department Chemie & Biochemie, Butenandtstrasse 5–13, Haus F, 81377 München (Germany)
    • Ludwig Maximilians-Universität München, Department Chemie & Biochemie, Butenandtstrasse 5–13, Haus F, 81377 München (Germany)
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  • We thank the Fonds der Chemischen Industrie and the European Research Council (ERC) for financial support. We also thank Evonik Industries AG (Hanau), and BASF AG (Ludwigshafen) for generous donations of chemicals.

Abstract

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A practical ortho,meta, (or even ortho,ortho′) magnesiation of trifluoroacetamides of anilines, aminopyridines, and aminopyrazines at room temperature was performed with TMPMgCl⋅LiCl or TMP2Mg⋅2 LiCl. These magnesiations are compatible with several carbonyl functionalities and allow access to polysubstituted anilides in satisfactory yields.

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