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A new route alpha-alkyl-alpha-fluoromethylenebisphosphonates

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    0360949 - ÚOCHB 2012 RIV GB eng J - Journal Article
    Beier, Petr - Opekar, Stanislav - Zibinsky, M. - Bychinskaya, I. - Prakash, G. K. S.
    A new route alpha-alkyl-alpha-fluoromethylenebisphosphonates.
    Organic & Biomolecular Chemistry. Roč. 9, č. 11 (2011), s. 4035-4038. ISSN 1477-0520. E-ISSN 1477-0539
    R&D Projects: GA ČR GP203/08/P310
    Institutional research plan: CEZ:AV0Z40550506
    Keywords : fluorine * phosphonate * alkylation
    Subject RIV: CC - Organic Chemistry
    Impact factor: 3.696, year: 2011

    A new route to alpha-alkyl-alpha-fluoromethylenebisphosphonates (2) has been developed starting from commercially available tetraethyl fluoromethylenebisphosphonate (1), and alkyl halides using either cesium carbonate in DMF or sodium dimsyl. De-esterification of 2 provided biologically important alpha-alkyl-alpha-fluoromethylenebisphosphonic acid (3), while alkoxide–induced carbon–phosphorus bond cleavage of 2 gave alfa-fluorophosphonates (4), which are useful synthons in organic synthesis.
    Permanent Link: http://hdl.handle.net/11104/0198381

     
     
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