Research Article

2-Pyrrolidinones and 3-Pyrrolin-2-ones: A Study on the Chemical Reactivity of These Structural Moieties

Table 1

Evaluation of the elimination reactions performed with lactam 4.

ExperimentSubstrate (proportion)BaseSolventTemperature (°C)Time (h)Products (proportion)a(%)b

14a + 4b (5 : 1)LiClDMF10054a + 4b (1 : 10)40
24a + 4b (5 : 1)Et3NCH3CN25724a + 4b + 5 (1 : 5 : 1)41
34a + 4b (5 : 1)Et3NCH3CN8534b + 5 (2 : 1)40

aThe proportion of products was measured by integrals relative to the signals of hydrogen C3-H (1H NMR). bAfter filtration over column of silica gel.