A solvent-free, operationally simple, and chemoselective mechanochemical method for t-butoxycarbonyl (Boc) deprotection is described. In a planetary ball mill, N-Boc groups from protected heterocycles, amides, and anilines, as well as O-Boc groups from carbonates, can be removed selectively, using basic alumina. This high-yielding protocol avoids tedious extraction and column chromatography.
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K. Tian, T. Cai, Z. Zhu, K. Cheng, L. Yu and Y. Li, Org. Biomol. Chem., 2024, 22, 7811 DOI: 10.1039/D4OB01091D
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