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Issue 72, 2016
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Metal-free C–H sulfonamidation of pyrroles by visible light photoredox catalysis

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Abstract

We report a one-step procedure for the preparation of N-(2-pyrrole)-sulfonamides from sulfonamides and pyrroles. The reaction uses visible light, an acridinium dye as photocatalyst and oxygen as the terminal oxidant for the oxidative C–N bond formation; structures of several reaction products were confirmed by X-ray structure analysis. The reaction is selective for pyrroles, due to the available oxidation power of the photocatalyst and the required stability of the carbocation intermediate under the reaction conditions.

Graphical abstract: Metal-free C–H sulfonamidation of pyrroles by visible light photoredox catalysis

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Supplementary files

Article information


Submitted
24 Jul 2016
Accepted
12 Aug 2016
First published
12 Aug 2016

This article is Open Access

Chem. Commun., 2016,52, 10918-10921
Article type
Communication

Metal-free C–H sulfonamidation of pyrroles by visible light photoredox catalysis

A. U. Meyer, A. L. Berger and B. König, Chem. Commun., 2016, 52, 10918
DOI: 10.1039/C6CC06111G

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