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Ynamides in Radical Reactions: A Route to Original Persubstituted 2-Aminofurans.

Aurélien Galibert-GuijarroDominique MouyssetLiliane MimounMichèle P BertrandLaurence Feray
Published in: The Journal of organic chemistry (2023)
Mn(OAc) 3 /Cu(OAc) 2 -mediated reaction between ynamides, derived from oxazolidone or 3-methylindole carboxylate, and cyclic α-dicarbonyl radicals led to the one-pot synthesis of 2-aminofurans. The transformation involves addition of the α-dicarbonyl radical to ynamide, oxidation to ketene-iminium, and polar cyclization steps to provide original persubstituted 2-aminofurans in good to excellent yields. This work represents the first radical route for the synthesis of furans from ynamides.
Keyphrases
  • metal organic framework
  • ionic liquid