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N-Heterocyclic Carbene-Catalyzed Chemoselective S-O Bond Cleavage of Benzenesulfonic Carbamate.

An unprecedented example of NHC-catalyzed chemoselective S-O bond cleavage of dinitrobenzenesulfonic carbamates is described. This protocol features several advantages, including mild reaction conditions, broad substrate scope, and operational simplicity, which allows it to be an attractive synthetic method for hydroxylamine synthesis. Notably, dinitrobenzenesulfonic carbamates not only work as "O" synthons but also serve as an efficient oxidant in this reaction.