Oxidative debenzylation of N-benzyl amides and O-benzyl ethers using alkali metal bromide.

Org Lett

Department of Chemistry, Graduate School of Science, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.

Published: July 2014

The oxidative debenzylation of N-benzyl amides and O-benzyl ethers was promoted with high efficiency by a bromo radical formed through the oxidation of bromide from alkali metal bromide under mild conditions. This reaction provided the corresponding amides from N-benzyl amides and carbonyl compounds from O-benzyl ethers in high yields.

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http://dx.doi.org/10.1021/ol501703yDOI Listing

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