AN H-1, C-13 AND N-15 NMR STUDY OF THE PAAL-KNORR CONDENSATION OF ACETONYLACETONE WITH PRIMARY AMINES

Article abstract of DOI:10.1016/S0040-4020(01)87462-7

The reaction of primary amines with acetonylacetone is shown by H-1, C-13 and N-15 NMR spectroscopy to proceed to the N-substituted -2,5-dimethylpyrroles via the intermediacy of N-substituted imines.Increased steric hindrance reduces rates of imine formation and decay.