title: Mild hypervalent iodine mediated oxidative nitration of N-aryl sulfonamides.
abstract: An oxidative and acid-free method for the nitration of N-aryl sulfonamides has been developed using a combination of sodium nitrite as cheap and easy to handle NO2-source and the hypervalent iodine reagent PIFA as stoichiometric oxidant. Under very mild reaction conditions, the desired mononitrated aryl sulfonamides were isolated in up to 87% yield. This is the first example of an iodane-mediated oxidative nitration.
authors: Institute of Organic Chemistry, Eberhard Karls Universität Tübingen, 72076 Tübingen, Germany. boris.nachtsheim@uni-tuebingen.de.
authors: Ulrich
authors: U
authors: Kloeckner
authors: Boris J
authors: BJ
authors: Nachtsheim
mesh_terms: D007455:Iodine / Q000737:chemistry*; D009584:Nitrogen / Q000737:chemistry; D010084:Oxidation-Reduction; D012977:Sodium Nitrite / Q000737:chemistry; D013449:Sulfonamides / Q000737:chemistry*
chemical_list: D013449:Sulfonamides; D007455:Iodine; D012977:Sodium Nitrite; D009584:Nitrogen