A New Method for the Cleavage of Nitrobenzyl Amides and Ethers
- A New Method for the Cleavage of Nitrobenzyl Amides and Ethers
- 한서정; Gabriel Fernando de Melo; Brian M. Stoltz
- Issue Date
- Tetrahedron letters
- VOL 55, NO 47-6469
- 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 degrees 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.
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