Synthesis of N-substituted phthalimides

Phthalimide subunit existed widely in both natural and synthetic compounds with broad activities against AIDS, cancer and inflammation [1,2].Moreover, many phthalimidederivatives has been reported to show antimicrobial activity. Recently, however as far as we knew, few of themwas applied in controlling phytopathogenic fungi [3,4]. In this work we wish report a new and efficient One-Pot synthesis of N-alky- phthalimides via reaction of dialkylacetylenedicarboxylate in the presence of triphenylphosphine and aryglyoxals. Treatment of triphenylphosphine with dimethylacetylenedicarboxylate in the presence of phthalimide produces β-aminophosphoranes.Then the reaction followed by attack on aryl glyoxal and after that the elimination of 3- dimethyl 5-oxo-4-phenyl-2,5-dihydro-1Hpyrrole- 2,3-dicarboxylate occurred and attack of anion of phthalimide to another arylglyoxanlproduced the product(figure 1). This new product was characterized by FT-IR and 1HNMR spectra.