MgI2 as an Additive in Ir(I)-Catalyzed Addition of Silylacetylenes to Imines: Expeditious Synthesis of Propargylic Amines

Christian Fischer; Erick M. Carreira

doi:10.1055/s-2004-822403

PAPER

MgI₂ as an Additive in Ir(I)-Catalyzed Addition of Silylacetylenes to Imines: Expeditious Synthesis of Propargylic Amines

Christian Fischer, Erick M. Carreira*
Laboratorium für Organische Chemie, ETH Hönggerberg, 8093 Zürich, Switzerland
Fax: +41(1)6322830; e-Mail: Carreira@org.chem.ethz.ch;

Abstract

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Abstract

We report a dramatic improvement in the [IrCl(COD)]₂-catalyzed addition reaction of silylacetylenes and imines with 2-4 mol% MgI₂ as additive. The reaction is very general, with a wide range of imines providing the amine products in excellent yields under convenient reaction conditions. Importantly, the reaction can be conducted with as low as 0.5 mol% catalyst and proceeds in THF as well as in the absence of solvent.

Key words

catalysis - imines - acetylene

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References

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