Tautomerism of enamines derived from 2-tetralone. Difference in nucleophilic behaviour between morpholine and pyrrolidine enamines
Abstract
Phenyl isocyanate attacks both the morpholine and the pyrrolidine enamine derived from 2-tetralone at C-1, whereas β-nitrostyrene attacks the former 80% at C-1 and 20% at C-3 and the latter exclusively at C-3. These results confirm the existence of an equilibrium between the 3,4- and 1,4-dihydro-forms of the enamines.