Pd (II)-catalyzed intermolecular 1, 2-diamination of conjugated dienes

GLJ Bar, GC Lloyd-Jones… - Journal of the American …, 2005 - ACS Publications
GLJ Bar, GC Lloyd-Jones, KI Booker-Milburn
Journal of the American Chemical Society, 2005ACS Publications
… Moreover, although transition metal-catalyzed alkene hydroamination and oxidative
dehydroamination 3 have been extensively developed in recent years, to the best of our
knowledge, transition metal-catalyzed alkene 1,2-diamination is unprecedented. Herein, we
report the first Pd-catalyzed intermolecular 1,2-diamination of dienes, proceeding regioselectively
and in good to excellent yields based on all components: the diene, the oxidant, and the diamine
source. … In summary, we report a novel method for intermolecular alkene 1,2-diamination …
A Pd(II) chloride precatalyst, in the presence of 1 equiv of benzoquinone, effects highly efficient, regioselective 1,2-diamination of 1,3-dienes using dialkyl ureas under mild conditions. There is no requirement for a large excess of diene.
ACS Publications
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