An Efficient and Mild Method for the Synthesis and Hydrazinolysis of N-Glyoxylamino Acid Esters

Abstract

N-Glyoxylamino acid ester derivatives were synthesized via the ring opening of N-acetylisatin using moderate conditions. During the hydrazinolysis of N-glyoxylamino acid ester derivatives with hydrazine hydrate (80%) in methanol, unexpected reduction of the α-keto group occurred to afford N-acylamino acid hydrazide derivatives in good yield (80–90%) (Wolff-Kishner type reaction). All the synthesized compounds were characterized by 1H NMR, 13C NMR, and elemental microanalysis.