Efficient synthesis of stable phosphonate ylides and phosphonate esters: reaction between activated acetylenes and triphenylphosphite in the presence of sulfonamide and heterocyclic NH-acids.
2011
An efficient synthesis of stable phosphonate ylides and phosphonate esters is described via a one-pot reaction between activated acetylenes and triphenylphosphite in the presence of sulfonamides and heterocyclic NH-acids. Single X-ray diffraction analysis and NMR studies were used in characterizing the ylides and phosphonate ester products. Dynamic NMR studies performed on a phosphonate ylide allowed the calculation of the free energy barrier for the interconversion between the geometrical isomers (E) and (Z).
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