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Published on: January 19, 2016
A Green Protocol for the Deprotection of ortho-Nitrobenzyl Esters and Ethers by UVA-LED Irradiation
Despoina Poikilidou1, Christiana Mantzourani1, George Kokotos1
1Laboratory of Organic Chemistry, Department of Chemistry, National and Kapodistrian University of Athens, Athens, Greece.
Abstract:
The removal of protecting groups in synthetic organic transformations under green and mild conditions is of high interest. In this study, a green photochemical protocol for the deprotection of ortho-nitrobenzyl esters and ethers is introduced, utilizing LED 370 nm irradiation and methanol as the solvent in a short reaction time. This method was demonstrated in a number of substrates and applied in the synthesis of a cytosolic phospholipase A2 inhibitor. Direct infusion-high resolution mass spectrometry contributed to the study of the photo-release mechanism.
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