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A Water-Soluble Rhenium(I) Catalyst for the Regio- and Stereoselective C(sp2)-H Alkenylation of N-Pyridyl-/N-Pyrimidylindole and the N-H Alkenylation of N-Pyrimidylaniline Derivatives with Ynamides.

Sundaramoorthi SarathkumarVeerababurao KavalaChing-Fa Yao
Published in: Organic letters (2021)
A water-soluble and low-valent rhenium(I) catalyst for the C2 alkenylation of N-pyridyl/N-pyrimidylindole derivatives with ynamides under mild conditions using water as the solvent has been described. The reaction of N-pyridyl/N-pyrimidyl indole with the ynamide afforded the C2-Z-selective alkenylation derivative as the sole product, and the reactions of N-pyrimidylanilines delivered the corresponding N-alkenylated product rather than the expected C-H alkenylation products in high yields under the same conditions.
Keyphrases
  • water soluble
  • ionic liquid
  • room temperature
  • reduced graphene oxide
  • visible light
  • gold nanoparticles
  • structure activity relationship