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N -Aminophthalimides and phthalazine 1,4-diones were synthesized from isobenzofuran-1,3-dione, isoindoline-1,3-dione, furo [3,4- b ] pyrazine-5,7-dione, or 1 H -pyrrolo [3,4- c ] pyridine-1,3-dione with monohydrate hydrazine to carry out the 5-exo or 6-endo nitrogen cyclization under the different reaction conditions. Based on the control experimental results, 6-endo thermodynamic hydrohydrazination and kinetical 5-exo cyclization reactions were individually selective formation. Subsequently, Vilsmeier amidination derivatization was successfully developed to probe the structural divergence between N -aminophthalimide 2 and phthalazine 1,4-dione 3 . On the other hand, the best tautomerization of N -aminophthalimide to diazinone was also determined under acetic acid mediated solution.

molecules/molecules online/molecules annual

Structural Identification between Phthalazine-1,4-Diones and N-Aminophthalimides via Vilsmeier Reaction: Nitrogen Cyclization and Tautomerization Study