Categories: C=O Bond Formation >
Synthesis of imides
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Recent Literature
Among the reported examples of new reactivity of the hypervalent iodine
reagent DMP (Dess-Martin periodinane) are the one-step oxidation of
secondary amides to imides and N-acyl vinylogous carbamates or ureas
and the direct oxidation of benzylic and related primary amines to the
corresponding nitriles.
K. C. Nicolaou, C. J. N. Mathison, Angew. Chem. Int. Ed., 2005,
44, 5992-5997.
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.
W. Huang, M. Wang, H. Yue, Synthesis, 2008,
1342-1344.
