Catalyst- and base-free visible light-enabled radical relay trihalomethylation/functional group-migration/carbonylation with CX 3 SO 2 Cl.

Herein, we report a visible light-enabled radical trihalomethylation/cyano-migration/carbonylation cascade reaction of 2-hydroxy-2-hex-5-enenitrile with CX3 SO2 Cl as the CX3 -source (X = F, Cl) to obtain 5-oxo-2-(2,2,2-trihaloethyl)pentanenitrile compounds in the absence of a photocatalyst, transition metal and base. This reaction system is also effective to convert (benzo[ d ]thiazol-2-yl)-pent-4-enol to the corresponding 4-(benzo[ d ]thiazol-2-yl)-6,6,6-trihalo-hexanone products. These reactions occur under mild conditions, tolerate a wide range of functional groups, and provide alternative approaches for the 1,2-bifunctionalization reaction of unactivated olefins.