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Cobalt-Catalyzed α-Arylation of Substituted α-Bromo α-Fluoro β-Lactams with Diaryl Zinc Reagents: Generalization to Functionalized Bromo Derivatives |
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| Authors: | Mélanie M Lorion Vanessa Koch Dr Martin Nieger Dr Hi-Yung Chen Prof Dr Aiwen Lei Prof Dr Stefan Bräse Prof Janine Cossy |
| Institution: | 1. Molecular, Macromolecular Chemistry and Materials (C3M), ESPCI Paris, CNRS, PSL University, 10 rue Vauquelin, 75231 Paris Cedex 05, France;2. Department of Chemistry, University of Helsinki, P.O. Box 55, University of Helsinki, Helsinki, 00014 Finland;3. The Institute for Advanced Studies, Wuhan University, Wuhan, 430072 P. R. China;4. Institute of Organic Chemistry (IOC), Karlsruhe Institute of Technology (KIT), Fritz-Haber-Weg 6, 76131 Karlsruhe, Germany |
| Abstract: | A cobalt-catalyzed cross-coupling of α-bromo α-fluoro β-lactams with diarylzinc or diallylzinc reagents is herein disclosed. The protocol proved to be general, chemoselective and operationally simple allowing the C4 functionalization of β-lactams. The substrate scope was expanded to α-bromo lactams and amides, α-bromo lactones and esters as well as N - and O-containing heterocycles. |
| Keywords: | beta-lactam bis(organo)zinc reagents catalysis cobalt cross-coupling |