• Open Access

Gold-Catalyzed Synthesis of Tetrazoles from Alkynes by C[BOND]C Bond Cleavage

Authors

  • Morgane Gaydou,

    1. Institute of Chemical Research of Catalonia (ICIQ), Av. Països Catalans 16, 43007 Tarragona (Spain)
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  • Prof. Antonio M. Echavarren

    Corresponding author
    1. Institute of Chemical Research of Catalonia (ICIQ), Av. Països Catalans 16, 43007 Tarragona (Spain)
    2. Departament de Química Analítica i Química Orgànica, Universitat Rovira i Virgili, C/Marcel⋅li Domingo s/n, 43007 Tarragona (Spain)
    • Institute of Chemical Research of Catalonia (ICIQ), Av. Països Catalans 16, 43007 Tarragona (Spain)===

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  • We thank the MICINN (CTQ2010-16088/BQU), the European Research Council (Advanced Grant No. 321066), the AGAUR (2009 SGR 47), and the ICIQ Foundation for financial support. We also thank the ICIQ X-Ray diffraction unit for the X-ray structures.

Abstract

original image

Goldenes Doppel: Tetrazole entstehen bei der Reaktion von Alkinen mit TMSN3 (TMS=Trimethylsilyl) in Gegenwart von iPrOH und dem Gold(I)-Katalysator [JohnPhosAu(MeCN)]SbF6. Diese Umwandlung zeigt Gold in einer Doppelrolle: Zunächst aktiviert es das Alkin, dann erzeugt es in situ eine Brønsted-Säure.

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