Reaction of 1-aminoisoindole with 1,4-naphthoquinone and study of the product by spectroscopic methods

Abstract

In our previous researches we have shown, that 1-aminoisoindole, which exists predominantly in isoindoline tautomeric form, can undergo [4+2]-cycloaddition reactions with maleimides according to the Curtin-Hammet principle. We continued to study this reaction, but with another dienophile – 1,4-naphtoquinone. In this case, the reaction does not stop when the bis-Michael adduct is obtained, but continues with the formation of a more complex compound, the structure of which we have studied by two-dimensional NMR spectroscopic methods.