Synthesis of Phosphorus Ylides Using 2-(1,3-Dioxo-1,3-dihydroisoindol-2-yl)-<i>N</i>-phenylacetamide Derivatives
作者:Ali Ahmadi、Kazem Saidi、Hassan Sheibani、Hojattollah Khabazzadeh、Afsaneh Molahoseini
DOI:10.1080/10426500601160520
日期:2007.4.19
A convenient synthesis of highly functionalized phosphorus ylides has been achieved by the reaction of dimethyl acetylenedicarboxylate with 2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-N-phenylacetamidesin the presence of triphenylphosphine. The protonation of the resulting zwitterion by 2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-N-phenylacetamide and its derivatives gave stable phosphor-ylenes. The intramolecular cyclization of ylide 2d in toluene at reflux gave the pyrazoloimidazole derivative 3d in a high yield.