Issue 5, 2013
From the journal:

Chemical Communications

Chemoselective nitration of aromatic sulfonamides with tert-butyl nitrite†

Brenden Kilpatrick,a   Markus Hellera  and  Steve Arns*a  

* Corresponding authors

a Center for Drug Research and Development, 2405 Westbrook Mall, Fourth Floor, Vancouver, BC
E-mail: sarns@cdrd.ca
Fax: 604-827-1299
Tel: 604-827-1147

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.

Graphical abstract: Chemoselective nitration of aromatic sulfonamides with tert-butyl nitrite

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Article information

DOI
https://doi.org/10.1039/C2CC37481A
Article type
Communication
Submitted
13 Oct 2012
Accepted
14 Nov 2012
First published
15 Nov 2012

Chem. Commun., 2013,49, 514-516

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Chemoselective nitration of aromatic sulfonamides with tert-butyl nitrite

B. Kilpatrick, M. Heller and S. Arns, Chem. Commun., 2013, 49, 514 DOI: 10.1039/C2CC37481A

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