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Single-Electron Transmetalation: Photoredox/Nickel Dual Catalytic Cross-Coupling of Secondary Alkyl β-Trifluoroboratoketones and -esters with Aryl Bromides

John C. Tellis, Javad Amani and Gary A. Molander*

*Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, United States, Email: gmolandrsas.upenn.edu

J. C. Tellis, J. Amani, G. A. Molander, Org. Lett., 2016, 18, 2994-2997.

DOI: 10.1021/acs.orglett.6b01357


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Abstract

Photoredox/nickel dual catalysis enables a cross-coupling of secondary alkyl β-trifluoroboratoketones and -esters with aryl bromides. Reactions occur under mild conditions, and various functional groups and sterically and electronically diverse reaction partners are tolerated.

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Suzuki-Miyaura Cross-Coupling of Potassium Trifluoroboratohomoenolates

G. A. Molander, D. E. Petrillo, Org. Lett., 2008, 10, 1795-1798.


Key Words

arylation


ID: J54-Y2016