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Cooperative Metal-Ligand Catalyzed Intramolecular Hydroamination and Hydroalkoxylation of Allenes Using a Stable Iron Catalyst.

Osama El-SepelgyAleksandra BrzozowskaJan SklyarukYoon Kyung JangViktoriia ZubarMagnus Rueping
Published in: Organic letters (2018)
A new iron-catalyzed chemoselective intramolecular hydroamination and hydroalkoxylation of the readily available α-allenic amines and alcohols to valuable unsaturated 5-membered heterocycles, 2,3-dihydropyrrole and 2,3-dihydrofuran, is reported. Effective selectivity control is achieved by a metal-ligand cooperative activation of the substrates. The mild reaction conditions and the use of low amounts of an air and moisture stable iron catalyst allow for the hydrofunctionalization of a wide range of allenes bearing different functional groups in good yields in the absence of base or any sensitive additives.
Keyphrases
  • room temperature
  • ionic liquid
  • iron deficiency
  • reduced graphene oxide
  • highly efficient
  • carbon dioxide
  • energy transfer
  • visible light
  • structural basis