4-Nitrophenyl Sulfamates as Precursors Containing Acid-Labile Functional Groups for Sulfamidation with Weakly Nucleophilic Amines

We report that 4-nitrophenyl sulfamates readily form sulfamides under mild conditions with a wide range of substrates, including compounds with poorly nucleophilic amino groups and acid-sensitive functional groups that are challenging to prepare via conventional methods. The use of pyridine, a weak base, is key for a clean reaction. The 4-nitrophenyl sulfamates are readily prepared and bench stable, making them valuable for parallel synthesis in medicinal chemistry.