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Reductive Cross-Coupling of a Vinyl Thianthrenium Salt and Secondary Alkyl Iodides |
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| Authors: | Beatrice Lansbergen Srija Tewari Ireneusz Tomczyk Maik Seemann Henning Louis Buchholz Mike Rippegarten Daniel Chamier Cieminski Dr Fabio Juliá Prof Dr Tobias Ritter |
| Institution: | 1. Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany
Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany;2. Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany |
| Abstract: | We report the first reductive vinylation of alkyl iodides. The reaction uses a vinyl thianthrenium salt, a palladium catalyst, and an alkyl zinc intermediate formed in situ to trap the LnPdII(vinyl) complex formed after oxidative addition before it undergoes undesired homocoupling to form butadiene. |
| Keywords: | Alkylation Late Stage Functionalization Reductive Electrophile Cross-Coupling Vinyl Thianthrenium Salt |