Issue 72, 2016

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

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

Supplementary files

Article information

Article type
Communication
Submitted
24 Jul 2016
Accepted
12 Aug 2016
First published
12 Aug 2016
This article is Open Access
Creative Commons BY license

Chem. Commun., 2016,52, 10918-10921

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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