Palladium-Catalyzed Vinylation of Aminals with Simple Alkenes: A New Strategy To Construct Allylamines
Journal of the American Chemical Society2012Vol. 134(51), pp. 20613–20616
Citations Over TimeTop 10% of 2012 papers
Abstract
A novel, highly selective palladium-catalyzed vinylation reaction for the direct synthesis of allylic amines from styrenes and aminals has been established. The utility of this method was also demonstrated by the rapid synthesis of cinnarizine from aldehydes, amines, and simple alkenes in one-pot manner. Mechanistic studies suggested that the reaction proceeds through a valuable cyclometalated Pd(II) complex generated by the oxidative addition of aminal to a Pd(0) species.
Related Papers
- → The oxidative addition of lodomethane to [PdMe2(bpy)] and the X-ray structure of the organopalladium(IV) product fac-[PdMe3(bpy)l](bpy = 2,2′-bipyridyl)(1986)145 cited
- → Preparation, Structure, and Reactions of Trifluoroacetimidoyl Palladium(II) Complexes(2011)17 cited
- → Synthesis of allylic alcohols via organopalladium additions to unsaturated epoxides(1986)37 cited
- → Synthesis and characterization of neutral and cationic organopalladium complexes containing an imidazolylphosphine P,N-ligand and their carbonylation reactions(2001)25 cited
- → Periphery-Palladated Carbosilane Dendrimers: Synthesis and Reactivity of Organopalladium(II) and -(IV) Dendritic Complexes. Crystal Structure of [PdMe(C6H4(OCH2Ph)-4)(bpy)] (bpy = 2,2‘-Bipyridine)(1999)28 cited