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A methodology for the efficient conversion of aromatic sulfonamides into their mono-nitro derivatives using tert-butyl nitrite is reported. The reaction exhibits a high degree of chemoselectivity for sulfonamide functionalized aryl systems, even in the presence of other sensitive or potentially reactive functionalities.


Brenden Kilpatrick, Markus Heller, Steve Arns. Chemoselective nitration of aromatic sulfonamides with tert-butyl nitrite. Chemical communications (Cambridge, England). 2013 Jan 18;49(5):514-6

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PMID: 23198284

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