Organic Letters
Organic Letters
5 years ago

vic-Diphosphination of Alkenes with Silylphosphine under Visible-Light-Promoted Photoredox Catalysis

vic-Diphosphination of Alkenes with Silylphosphine under Visible-Light-Promoted Photoredox Catalysis
Masahiro Miura, Yuto Okugawa, Nobutaka Otomura, Koji Hirano
An Ir(ppy)3-catalyzed vic-diphosphination of styrenes with Me3Si-PPh2 and NFSI proceeds under blue LED irradiation to afford the corresponding bis(diphenylphosphino)ethane derivatives without any formation of hydrophosphination byproducts, which are inevitable and problematic under the previous Cu/NHC catalysis. Additionally, the visible-light-promoted photoredox catalysis enables the diphosphination of relatively challenging aliphatic alkenes and β-substituted styrene.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02223

DOI: 10.1021/acs.orglett.7b02223

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