Pd-catalyzed C4-Dearomative Allylation of Benzyl Ammoniums with Allyltributylstannane

This is the authors' abstract. We don't add key points for this paper.

A dearomative C4-allylation of benzyl ammoniums with allyltributylstannane by a palladium catalysis is described. A triarylphosphine-ligated palladium catalyst, which is capable of cleaving benzylic C–N bonds, realized facile dearomative reactions with C4 selectivity. Combined with precedented C2- and C3-selective functionalizations of benzyl amine derivatives, the present reaction can provide a new synthetic option for the synthesis of multi-substituted alicyclic compounds as well as aromatic compounds. A dearomative C4-allylation of benzyl ammoniums with allylstannanes by a palladium catalyst is described. A triarylphosphine-ligated palladium catalyst, which is capable of cleaving benzylic C–N bonds, realized facile dearomative reactions with C4 selectivity to afford dearomatized compounds. We found that the dearomatized compound can be transformed to both alicyclic and aromatic molecules.