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Issue 11, 2014
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Palladium-catalyzed amination of allylic carbonates with ammonia: access to primary amines

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Abstract

Allylic amination of allylic carbonates with ammonia gas or aqueous ammonia was successfully carried out using (SIPr)Pd(allyl)Cl as the catalyst and Ph3P, which is essential for the reaction. The aqueous ammonia reactions proceeded smoothly at room temperature, using a low catalyst loading. But a higher temperature and catalyst loading were needed for the corresponding ammonia gas reactions. Moderate to good yields were achieved for both reactions. This study demonstrates the feasibility of using ammonia as an aminating reagent, and it opens the field for further development of metal-catalyzed allylic amination in the future.

Graphical abstract: Palladium-catalyzed amination of allylic carbonates with ammonia: access to primary amines

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Publication details

The article was received on 01 Sep 2014, accepted on 22 Oct 2014 and first published on 23 Oct 2014


Article type: Research Article
DOI: 10.1039/C4QO00238E
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Org. Chem. Front., 2014,1, 1266-1269

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    Palladium-catalyzed amination of allylic carbonates with ammonia: access to primary amines

    P. Yin, M. Y. Wong, J. Tham and T. Loh, Org. Chem. Front., 2014, 1, 1266
    DOI: 10.1039/C4QO00238E

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