Issue 4, 2014

Palladium-catalysed regioselective hydroamination of 1,3-dienes: synthesis of allylic amines

Abstract

Catalytic hydroamination of unactivated 1,3-dienes represents a sustainable and atom-economic C–N bond forming process. Here, we present a novel catalytic system consisting of Pd(cod)Cl2 in combination with DPEphos for the selective 1,4-hydroamination (anti-Markovnikov reaction) of a series of acyclic and cyclic dienes. The reactions proceed in good yields and allow for the exclusive formation of allylic amines with high regioselectivity and do not need any additives.

Graphical abstract: Palladium-catalysed regioselective hydroamination of 1,3-dienes: synthesis of allylic amines

Supplementary files

Article information

Article type
Research Article
Submitted
22 Qun 2014
Accepted
24 Nah 2014
First published
18 Cig 2014

Org. Chem. Front., 2014,1, 368-372

Palladium-catalysed regioselective hydroamination of 1,3-dienes: synthesis of allylic amines

D. Banerjee, K. Junge and M. Beller, Org. Chem. Front., 2014, 1, 368 DOI: 10.1039/C4QO00023D

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