A versatile new enamine synthesis

Structure and nucleophilic behaviour of secondary and tertiary linear enaminosulfones

“…13 Therefore, the desired products were prepared by mixing equimolar amounts of the reactants in dichloromethane, in the presence of anhydrous Na 2 SO 4 . Only the preparation of the morpholino derivative 9c required a small amount of ptoluenesulfonic acid as a catalyst.…”

Anionic polymerization of Lewis acid-activated methyl methacrylate by enamines

“…3,3-Dimethyl-2-(1-pyrrolidinyl)cyclohexene (1d) was prepared by the condensation between 2,2-dimethylcyclohexanone and pyrrolidine, using titanium chloride as the dehydrating agent. 16,17 1,3-Dimethyl-(1-pyrrolidinyl)cyclohexene (1e) was prepared similarly. These enamines were purified by distillation.…”

Cycloaddition reactions. Addition of dimethyl acetylenedicarboxylate to 1-dimethylaminoindene

“…Results and Discussion 1-Dimethylaminoindene (2) was prepared in 77 % yield from 1-indanone (1) according to the method of White and Weingarten (7). Treatment of the enamine 2 with one equivalent of dimethyl acetylenedicarboxylate at -15 "C in benzene gave on evaporation of the benzene l-dimethylamino-6,7-dicarbomethoxybenzo(2,3)bicyclo-[3.2.0]hepta-2,6-diene (3) in quantitative yield (as determined by nuclear magnetic resonance (n.m.r.)).…”