Beilstein J. Org. Chem.2020,16, 3086–3092, doi:10.3762/bjoc.16.258
200032, P. R. China 10.3762/bjoc.16.258 Abstract A silver-catalyzed three-component reaction involving alkynes, Selectfluor®, and diethyl phosphite was employed for the one-pot formation of C(sp2)–F and C(sp2)–P bonds to provide an efficient access to β-fluorovinylphosphonates in a highly regio- and
subsequent fluorine atom transfer.
Keywords: β-fluorovinylphosphonates; fluorine atom transfer; P-centered radical; silver catalysis; three-component reaction; Introduction
As one of the most important topics in organic chemistry, the introduction of fluorine and phosphorus atoms into double bonds is an
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The substrate scope of the reaction was investigated under the optimized reaction conditions. As shown in Scheme 2, various β-fluorovinylphosphonates could be conveniently and efficiently obtained using the developed method. Aromatic alkynes bearing various functional groups, including both electron
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Graphical Abstract
Scheme 1:
Metal-catalyzed difunctionalization of unsaturated carbon–carbon bonds.