221876-80-8Relevant articles and documents
Copper-Mediated Introduction of the CF2PO(OEt)2 Motif: Scope and Limitations
Ivanova, Maria V.,Bayle, Alexandre,Besset, Tatiana,Pannecoucke, Xavier,Poisson, Thomas
, p. 17318 - 17338 (2017/11/20)
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.
Copper-mediated synthesis of aryldifluoromethylphosphonates: A sandmeyer approach
Bayle, Alexandre,Cocaud, Chloé,Nicolas, Cyril,Martin, Olivier R.,Poisson, Thomas,Pannecoucke, Xavier
supporting information, p. 3787 - 3792 (2015/06/16)
Difluoromethylated arenes are scaffolds of great interest. We report herein a mild and general method for the introduction of the CF2PO(OEt)2 moiety into arenes. The CuCF2PO(OEt)2 species, which is generated in
Synthesis and biological evaluation of α,α-difluorobenzylphosphonic acid derivatives as small molecular inhibitors of protein-tyrosine phosphatase 1B
Yokomatsu, Tsutomu,Murano, Tetsuo,Umesue, Ikuko,Soeda, Shinji,Shimeno, Hiroshi,Shibuya, Shiroshi
, p. 529 - 532 (2007/10/03)
A series of α,α-difluorobenzylphosphonic acids having a hydrophobic functional group were prepared via the Stille coupling reaction from halogenated α,α-difluorobenzylphosphonates. Evaluation of inhibitory activity toward protein tyrosine phosphatase (PTP 1B) revealed that the ethynyl, phenylethynyl and (E)-styryl groups on the benzene nuclei increased the inhibitory activity of α,α-difluorobenzylphosphonic acid. Inhibitory activities significantly increased upon introducing both (E)-styryl and bis- methylsulfonamide functional groups onto the benzene nuclei of α,α- difluorobenzylphosphonic acid.
