ChemInform Abstract: Microwave Assisted N-Alkenyl Condensation Between Pyrrolidine-2-thione and Various Aldehydes

Summary This presentation describes a fast and facile microwaveenhanced N -alkenylation synthesis between sulfur-contain-ing lactam and various aldehydes such as n -propanal, iso-propanal, n -butanal, n -hexanal, n -octanal and phenylacet-aldehyde in 32 to 86% yields. In order to explain the con-formational properties of E/Z isomers, we used the couplingconstant ( J ) of 1 H and 2-D NOESY NMR techniques. In allcases, E isomers were predominantly produced. We expectthese new N -alkenyl pyrrolidine-2-thiones to have interest-ing applications for the protection of functionalized thio-lactams. Consequently, we are currently expanding ourresults using the advantages of microwave irradiation. Experimental Section Pyrrolidin-2-one, Lawesson’s reagent, p -toluenesulfonicacid monohydrate (98.5%), bentonite, K 10, Al 2 O 3, n -pro-panal, isopropanal, n -butanal, n -hexanal, n -octanal andphenylacetaldehyde were purchased from Sigma-Aldrich(Korea) and used as received. Toluene, chlorobenzene and