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Updated: Sep 15, 2025

Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
Chemoselective Cleavage of N-Aryl Phthalimides through a Transamidation Reaction with Solid Sources of Ammonia
Julia Urbiña-Alvarez1, John Corredor-Barinas1, Renata Marcia de Figueiredo2
1Laboratory of Organic Synthesis, Bio and Organocatalysis, Chemistry Department, Universidad de los Andes, Cra 1 No. 18A-12 Q:305. 111711, Bogota, Colombia.
Abstract:
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.
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