Chemoselective Cleavage of N-Aryl Phthalimides through a Transamidation Reaction with Solid Sources of Ammonia
Julia Urbiña-Alvarez, John Corredor‐Barinas, Renata Marcia de Figueiredo, Jean‐Marc Campagne, Diego A. Gamba-Sánchez · Organic Letters · 2025
A highly chemoselective method for cleaving N -arylphthalimides using nontoxic ammonium carbonate has been developed. The approach enables recovery and reuse of the protecting group, shows complete selectivity over N -alkylphthalimides and common amine-protecting groups, and is effective across 28 substrates. This practical method allows late-stage deprotection, avoids toxic reagents, minimizes waste, and eliminates the need for chromatography, making it a sustainable and efficient alternative for selective deprotection in organic synthesis.