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An Improved Synthesis of O-Benzoyl Protected Hydroxamates
Queenie Xianghong Wang1, Jennifer King, Otto Phanstiel IV
1Department of Chemistry, University of Central Florida, Orlando, Florida 32816.
The Journal of Organic Chemistry
|October 24, 2001
Abstract:
Several primary amines (R-NH(2)) were converted to their corresponding O-benzoyl protected hydroxamates under biphasic conditions. The intermediate (benzoyloxy)amines (R-NHOCOPh) were generated using benzoyl peroxide dissolved in CH(2)Cl(2) and an aqueous carbonate buffer (pH 10.5) at room temperature. Subsequent acylation with R'COCl gave the protected hydroxamates (R'CONROCOPh) in good overall yields (56-89%).