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Conversion of N-Acyl Amino Acids into Imides via Oxidative Decarboxylation Induced by Ag+/Cu2+/S2O82- in Water

Wenhua Huang*, Meiling Wang, Hong Yue

*Department of Chemistry, Tianjin University, Tianjin 300072, P. R. of China, Email:

W. Huang, M. Wang, H. Yue, Synthesis, 2008, 1342-1344.

DOI: 10.1055/s-2008-1072563


N-Acyl amino acids can be converted by oxidative decarboxylation induced by Ag+/Cu2+/S2O82- at room temperature in water into imides in good yields. Both N-benzoylvaline and N-benzoylleucine gave N-formylbenzamide, which possibly results from oxidative cleavage of an enamide intermediate.

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Key Words

oxidative decarboxylation, silver, copper, imides, amino acids, ammonium peroxydisulfate

ID: J66-Y2008-1110