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Lossen rearrangement by Rh(III)-catalyzed C-H activation/annulation of aryl hydroxamates with alkynes: access to quinolone-containing amino acid derivatives.

Dmitry A PetropavlovskikhDaria V VorobyevaIvan A GodovikovSergey E NefedovOleg A FilippovSergey N Osipov
Published in: Organic & biomolecular chemistry (2021)
A convenient and robust method for the preparation of new CF3-containing 2-quinolones has been developed via a Rh(III)-catalyzed C-H activation/Lossen rearrangement/annulation cascade of N-pivaloyloxy-arylamides with internal alkynes bearing an α-CF3-α-amino acid moiety on the triple bond. This work expands the scope of valuable products that are available through C-H activation/annulation reactions of arylamides in organic synthesis.
Keyphrases
  • amino acid
  • cystic fibrosis
  • ionic liquid
  • water soluble