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Published November 19, 2014 | Accepted Version + Supplemental Material
Journal Article Open

A new method for the cleavage of nitrobenzyl amides and ethers


A mild and efficient o- and p-nitrobenzyl cleavage protocol was developed. o- and p-nitrobenzyl groups were easily removed from a variety of substrates using 20% aqueous NaOH in methanol at 75 °C, presumably via oxidation at the benzylic position by oxygen dissolved in the solution. These easily introducible and removable nitrobenzyl groups can serve as valuable protecting groups for the synthesis of multifunctional, complex molecules.

Additional Information

© 2014 Elsevier Ltd. Received 12 September 2014. Revised 30 September 2014. Accepted 1 October 2014. Available online 6 October 2014. The authors wish to thank NIH-NIGMS (R01GM080269-01), Amgen, and Caltech for financial support. S.-J.H. thanks Fulbright (Foreign Student Program, No. 15111120) and the Ilju Foundation of Education & Culture (Pre-doctoral Research Fellowship) for financial support.

Attached Files

Accepted Version - nihms633523.pdf

Supplemental Material - mmc1.pdf


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