Abstract
The Friedel-Crafts acylation which belongs to the class of electrophilic aromatic substitutions is a highly valuable and versatile reaction in synthesis. Regioselectivity is well predictable and determined by electronic as well as steric factors of the (hetero)arene substrate. In this communication, a radical approach for the acylation of arenes and heteroarenes is presented. C-H Acylation is achieved through mild cooperative photoredox/NHC radical catalysis with the cross coupling of an arene radical cation with an NHC-bound ketyl radical as a key step. As compared to the classical Friedel-Crafts acylation, a regiodivergent outcome is observed upon switching from the ionic to the radical mode. In these divergent reactions, aroyl fluorides act as the acylation reagents in both the ionic as well as the radical process.
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