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Copper-Mediated Introduction of the CF2PO(OEt)2 Motif: Scope and Limitations

Abstract : Herein, a general procedure to access CF2PO(OEt)2‐containing molecules is reported. The reagent CuCF2PO(OEt)2 is accessible by a simple protocol and a broad range of substrates can be functionalised. The procedure allows the conversion of aryl diazonium salts, as well as aryl, heteroaryl, vinyl and alkynyl iodonium salts, into the corresponding fluorinated molecules at room temperature. Mechanistic studies were performed to gain a better understanding of the reaction pathway. Under similar conditions, vinyl and aryl iodides, allyl halides, and benzyl bromides were also functionalised, and the scope and limitations of the reaction were studied. Finally, the procedure was extended to disulfides to offer new access to SCF2PO(OEt)2‐containing molecules.
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Submitted on : Friday, February 22, 2019 - 3:39:53 PM
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Maria V. Ivanova, Alexandre Bayle, Tatiana Besset, Xavier Pannecoucke, Thomas Poisson. Copper-Mediated Introduction of the CF2PO(OEt)2 Motif: Scope and Limitations. Chemistry - A European Journal, Wiley-VCH Verlag, 2017, 23 (68), pp.17318-17338. ⟨10.1002/chem.201703542⟩. ⟨hal-02046283⟩



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