Synthesis 2014; 46(11): 1448-1454
DOI: 10.1055/s-0033-1341249
practical synthetic procedures
© Georg Thieme Verlag Stuttgart · New York

Preparation of Aromatic Triazenes and Their Application in Silver-Mediated Perfluoroalkylation Reactions

Autor*innen

  • Andreas Hafner

    a   Institute of Organic Chemistry, KIT-Campus South, Fritz-Haber-Weg 6, 76131 Karlsruhe, Germany   Fax: +49(721)60848581   eMail: braese@kit.edu
  • Christoph Hussal

    a   Institute of Organic Chemistry, KIT-Campus South, Fritz-Haber-Weg 6, 76131 Karlsruhe, Germany   Fax: +49(721)60848581   eMail: braese@kit.edu
  • Stefan Bräse*

    a   Institute of Organic Chemistry, KIT-Campus South, Fritz-Haber-Weg 6, 76131 Karlsruhe, Germany   Fax: +49(721)60848581   eMail: braese@kit.edu
    b   Institute of Toxicology and Genetics, KIT, Campus-North, Hermann-von-Helmholtz Platz 1, 76344 Eggenstein-Leopoldshafen, Germany
Weitere Informationen

Publikationsverlauf

Received: 02. April 2014

Accepted after revision: 04. April 2014

Publikationsdatum:
30. April 2014 (online)


Graphical Abstract

Abstract

Herein, the syntheses of various functionalized 1,3-diisopropyltriaz-1-enes is described. This simple transformation tolerates a vast number of functional groups (e.g., halides) and allows the syntheses of 1,3-diisopropyltriaz-1-enes starting from commercially available aniline derivatives. These substrates are suitable for a range of silver-mediated perfluoroalkylation reactions.