title: Chemoselective nitration of aromatic sulfonamides with tert-butyl nitrite.
abstract: 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.
authors.affiliation: Center for Drug Research and Development, 2405 Westbrook Mall, Fourth Floor, Vancouver, BC, Canada, V6T 1Z3.
authors.forename: Brenden
authors.initials: B
authors.lastname: Kilpatrick
authors.forename: Markus
authors.initials: M
authors.lastname: Heller
authors.forename: Steve
authors.initials: S
authors.lastname: Arns
mesh_terms: D000438:Alcohols / Q000737:chemistry; D009569:Nitric Oxide / Q000737:chemistry; D009573:Nitrites / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D013449:Sulfonamides / Q000737:chemistry*
chemical_list: D000438:Alcohols; D009573:Nitrites; D012997:Solvents; D013449:Sulfonamides; C059688:alkoxyl radical; D009569:Nitric Oxide; C024225:n-butyl nitrite