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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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Publication details

The article was received on 24 Jul 2016, accepted on 12 Aug 2016 and first published on 12 Aug 2016


Article type: Communication
DOI: 10.1039/C6CC06111G
Citation: Chem. Commun., 2016,52, 10918-10921
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    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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