Abstract
A simple and efficient method of N-alkylation, using either conventional heating or microwave irradiation, was applied successfully to the alkylation of several substituted saccharins. Subsequent t-butoxide-induced condensation of these products led to the formation of fused polycyclic sultams, which could be a privileged framework in the field of medicinal chemistry because of their favorable hydrophilic nature and straightforward functionalization.
ACKNOWLEDGMENTS
This work was supported financially by the Slovenian Research Agency. The authors thank Professor Roger Pain for his critical reading of the manuscript.
Notes
Notes. Method A: conventional heating for 3 h at 140 °C. Method B: microwave irradiation for 15 min at 100 °C.
a In the syntheses of 3a and 3b, the reagent 1 used was sodium saccharin. In those cases, the use of K2CO3 was not needed.