Abstract

AbstractA rhodium(III)‐catalyzed direct ortho CH bond olefination of arenes, including but not limited to benzamides, arylpyridines and indoles, with a variety of unactivated aliphatic olefins has been developed. In the presence of catalytic amounts of dichloro(pentamethylcyclopentadienyl)rhodium(III) dimer {[Cp*RhCl2]2}, copper(II) acetate monohydrate [Cu(OAc)2⋅H2O] and silver hexafluoroantimonate(V) (AgSbF6), the coupling reaction occurred efficiently to afford the ortho‐olefinated linear products in good to excellent yields with high regio‐ and stereoselectivities, and a range of functional groups in both coupling partners is compatible with the reaction conditions. This protocol relies on the use of directing groups, and the addition of AgSbF6 as additive is crucial for the catalysis. This new method expands the scope of rhodium(III)‐catalyzed direct CH bond olefination of arenes, and provides a rapid access to useful linear arylation products of unactivated olefins.magnified image

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