Rhodium-Catalyzed Aromatic C-H Allylation with α,β-Unsaturated Imines.

Abstract

Reaction of 2-arylpyridines with α,β-unsaturated imines in the presence of 2.5 mol % of [Cp*RhCl2]2 and 10 mol % of AgSbF6 in acetone affords allylated 2-arylpyridines with an enamine unit located in the allyl segment. This method features ortho-monoallylation selectivity and Z-selectivity of the C-C double bonds, is applicable to a wide range of substrates, and is compatible with air and functional groups such as halides, CF3, COOMe, OH, MeO, and ketal groups.