Copper-catalyzed regioselective allylic substitution reactions with indium organometallics.

The first nucleophilic allylic substitution reactions of triorganoindium compounds with allylic halides and phosphates are reported. The reactions of trialkyl- and triarylindium reagents with cinnamyl and geranyl halides and phosphates, with the aid of copper catalysis [Cu(OTf)₂/P(OEt)₃], are described. In general, the reaction proceeds efficiently to give good yields and regioselectively to afford the S_N2’ product.