Research Article
2-Pyrrolidinones and 3-Pyrrolin-2-ones: A Study on the Chemical Reactivity of These Structural Moieties
Table 3
Reactions of lactam 18 with some nucleophiles.
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| Reagents: Experiment 1: PhCH2NH2 (1.7 equiv), H2O (5.0 equiv); Experiment 2: R-α-methylbenzylamine (1.2 equiv), THF; Experiment 3: CH2(CO2Me)2 (1.1 equiv), MeONa (0.4 equiv), MeOH. aThe experiments were performed at room temperature. bAfter purification over column chromatography of silica gel. cFour isomers were detected at the 1H NMR spectrum in the proportion (2 : 1 : 10 : 2), measured by integrals relative to signals of hydrogens of the groups tert-butoxycarbonyl [δ 1.52 (minor), δ 1.51 (minor), δ 1.47 (major), δ 1.43 (minor)]. *The proportions of the mixtures of isomers were measured at the 1H NMR spectra by integrals relative to signals of hydrogens of the groups tert-butoxycarbonyl: Experiment 1 [δ 1.52 (minor), δ 1.43 (major)]; Experiment 2 [δ 1.52, δ 1.48]; Experiment 3 [δ 1.52 (major), δ 1.45 (minor)]. | ||||||||||||||||||||||||||||||||||||||||||||||||||||||
