Palladium‐Catalyzed Direct Arylation of Allylamines with Simple Arenes

2015 
The Pd(OAc)2-catalyzed direct CH bond olefination of unreactive arenes with allylamines in the presence of AgOAc was developed. A variety of allylamines including β-substituted substrates underwent smooth coupling reactions with various arenes to give exclusively the terminal arylation products in high yields with excellent regioselectivities and stereoselectivities. The reaction is compatible with a range of functional groups in both coupling partners. The carbonyl group in the allylamine substrates is critical to catalysis, and the high regio- and stereocontrol observed is attributed to coordination between the carbonyl O and Pd atoms.
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