ortho-Perfluoroalkylation and ethoxycarbonyldifluoromethylation of aromatic triazenes.

@article{Hafner2013orthoPerfluoroalkylationAE,
  title={ortho-Perfluoroalkylation and ethoxycarbonyldifluoromethylation of aromatic triazenes.},
  author={Andreas Hafner and Angela Bihlmeier and Martin Nieger and Wim Klopper and Stefan Br{\"a}se},
  journal={The Journal of organic chemistry},
  year={2013},
  volume={78 16},
  pages={
          7938-48
        }
}
A robust protocol for perfluoroalkylation and ethoxycarbonyldifluoromethylation of functionalized aromatic triazenes is described. Using silver(I)-fluoride and different fluorinated (trimethyl)silyl substituted species, it was possible to synthesize various ortho-fluorinated triazenes in good yields via simple CH-substitution. Initial reactions under solvent-free (neat) conditions indicate a stabilizing interaction between "AgRf" and the triazene moiety, which may be responsible for the good… CONTINUE READING
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