Radical cyclization/bis(pentafluoroethylation) of 1,6-dienes using HCF2CF3-derived CuCF2CF3

Abstract

We herein describe a domino radical cyclization/bis(pentafluoroethylation) of 1,6-dienes for the synthesis of new classes of pyrrolidine and cyclopentane derivatives containing two C₂F₅ groups. This reaction is efficient for constructing three carbon–carbon bonds in one step. The reagent [CuCF₂CF₃] is prepared from inexpensive pentafluoroethane and the reactions conveniently run at room temperature in open air. Moderate to good diastereoselectivies can be obtained favouring the cis products with X-ray structural proof.