Radical Fluoroalkylation of Isocyanides with Fluorinated Sulfones by Visible-Light Photoredox Catalysis

The radical fluoroalkylation of isocyanides with fluorinated sulfones is enabled by visible‐light photoredox catalysis. A wide range of readily available mono‐, di‐, and trifluoromethyl heteroaryl sulfones can thus be used as efficient radical fluoroalkylation reagents under mild conditions. This me...

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Veröffentlicht in:Angewandte Chemie International Edition 2016-02, Vol.55 (8), p.2743-2747
Hauptverfasser: Rong, Jian, Deng, Ling, Tan, Ping, Ni, Chuanfa, Gu, Yucheng, Hu, Jinbo
Format: Artikel
Sprache:eng
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Zusammenfassung:The radical fluoroalkylation of isocyanides with fluorinated sulfones is enabled by visible‐light photoredox catalysis. A wide range of readily available mono‐, di‐, and trifluoromethyl heteroaryl sulfones can thus be used as efficient radical fluoroalkylation reagents under mild conditions. This method not only describes a new synthetic application of fluorinated sulfones, but also provides a new route to fluoroalkyl radicals. Sulfones in the spotlight: The radical fluoroalkylation of isocyanides with a wide range of readily available mono‐, di‐, and trifluoromethyl heteroaryl sulfones is enabled by visible‐light photoredox catalysis. Fluorinated sulfones can thus be used as precursors of fluoroalkyl radicals.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201510533