4.6 Article

Coupling of Two Multistep Catalytic Cycles for the One-Pot Synthesis of Propargylamines from Alcohols and Primary Amines on a Nanoparticulated Gold Catalyst

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 18, Issue 44, Pages 14150-14156

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201201837

Keywords

alkylation; domino reactions; gold; hydrogen transfer; propargylamines

Funding

  1. Direccion General de Investigacion Cientifica y Tecnica of Spain (Project Consolider-Ingenio) [CSD2009-00050]
  2. Direccion General de Investigacion Cientifica y Tecnica of Spain (Project MIYCIN) [MAT2011-28009]

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A one-pot reaction was performed with a nanoparticulated gold catalyst. A secondary amine is formed through N-monoalkylation of a primary amine with an alcohol by a borrowing hydrogen methodology in a three-step reaction. The secondary amine formed enters into a second A(3)-coupling cycle to give propargylamines. The multistep reaction requires a gold species formed and stabilized on a ceria surface.

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