Aromatic Chlorosulfonylation by Photoredox Catalysis.

Michal Májek, Michael Neumeier, Axel Jacobi von Wangelin

ChemSusChem 2017 Jan 10

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Visible-light photoredox catalysis enables the efficient synthesis of arenesulfonyl chlorides from anilines. The new protocol involves the convenient in situ preparation of arenediazonium salts (from anilines) and the reactive gases SO2 and HCl (from aqueous SOCl2 ). The photocatalytic chlorosulfonylation operates at mild conditions (room temperature, acetonitrile/water) with low catalyst loading. Various functional groups are tolerated (e.g., halides, azides, nitro groups, CF3 , SF5 , esters, heteroarenes). Theoretical and experimental studies support a photoredox-catalysis mechanism. © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Citation

Michal Májek, Michael Neumeier, Axel Jacobi von Wangelin. Aromatic Chlorosulfonylation by Photoredox Catalysis. ChemSusChem. 2017 Jan 10;10(1):151-155