We are grateful to the NIH (R01 GM 68825) and RHODIA Inc. for financial support of this research, the Alexander von Humboldt Foundation for a Postdoctoral Fellowship (G.D.F.), and the ACS for a Graduate Fellowship (V.L.).
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Communication
Homogeneous Catalytic Hydroamination of Alkynes and Allenes with Ammonia†
Article first published online: 4 JUN 2008
DOI: 10.1002/anie.200801136
Copyright © 2008 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Lavallo, V., Frey, Guido D., Donnadieu, B., Soleilhavoup, M. and Bertrand, G. (2008), Homogeneous Catalytic Hydroamination of Alkynes and Allenes with Ammonia. Angew. Chem. Int. Ed., 47: 5224–5228. doi: 10.1002/anie.200801136
- †
Publication History
- Issue published online: 20 JUN 2008
- Article first published online: 4 JUN 2008
- Manuscript Received: 8 MAR 2008
Funded by
- NIH. Grant Number: R01 GM 68825
- RHODIA Inc.
Keywords:
- alkynes;
- ammonia;
- gold;
- hydroamination;
- nitrogen heterocycles
A golden ticket to the synthesis of reactive nitrogen-containing compounds, such as imines, enamines, and allyl amines, through the addition of NH3 to unsaturated bonds is the cationic cyclic (alkyl)(amino)carbene–gold(I) catalyst shown in blue (Dipp=diisopropylphenyl). An ideal initial step for the preparation of simple bulk chemicals, this reaction is also useful for the synthesis of more complex molecules (see examples).