Iron-Catalyzed Cross-Coupling of Functionalized Benzylmanganese Halides with Alkenyl Iodides, Bromides, and Triflates.
Alexandre DesaintjeanSophia BelrhomariLidie RousseauGuillaume LefèvrePaul KnochelPublished in: Organic letters (2019)
Various substituted benzylic manganese chlorides were prepared by insertion of magnesium turnings in the presence of MnCl2·2LiCl in THF at -5 °C within 2 h. These benzylic manganese reagents underwent smooth cross-couplings with various functionalized alkenyl iodides, bromides, and triflates or iodoacrylates in the presence of 10 mol % FeCl2 at 25 °C for 1-12 h. Mechanistic studies showed that benzylic manganese halides produced, in the presence of FeCl2, a very reactive iron ate complex.