Chemical Communications 2013-01-18

Chemoselective nitration of aromatic sulfonamides with tert-butyl nitrite.

Brenden Kilpatrick, Markus Heller, Steve Arns

Index: Chem. Commun. (Camb.) 49(5) , 514-6, (2013)

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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.