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A pyridinium salt catalyzed radical borylation of benzoyl peroxides is reported herein. A range of benzoyl peroxides having different electronic properties were well compatible in this borylation reaction, delivering various arylboronates in good yields at ambient temperature. The current method features simple operation, additive- and base-free, transition-metal-free and mild conditions.

Herein, we report a radical borylation of aromatic amines through a homolytic C(sp2)−N bond cleavage. This method capitalizes on a simple and mild activation via a pyrylium reagent (ScPyry‐OTf) thus priming the amino group for reactivity. The combination of terpyridine and a diboron reagent triggers a radical reaction which cleaves the C(sp2)−N bond and forges a new C(sp2)−B bond. The unique non‐planar structure of the pyridinium intermediate, provides the necessary driving force for the aryl radical formation. The method permits borylation of a wide variety of aromatic amines indistinctively of the electronic environment., A radical borylation of aromatic amines through a homolytic C(sp2)−N bond cleavage is presented. This method capitalizes on a simple and mild activation via a pyrylium reagent (ScPyry‐OTf) that primes the amino group for reactivity. The combination of terpyridine and a diboron reagent triggers a radical reaction which cleaves the C(sp2)−N bond and forges a new C(sp2)−B bond. The non‐planar structure of the pyridinium, provides the necessary driving force for the challenging aryl radical formation.

The facile installation of functionalities to aromatic compounds via chemical activation of inert carbon-heteroatom bonds is a challenging task. In this issue of Chem, König and co-workers disclose a photocatalytic protocol for the radical borylation of reductively inert aryl electrophiles, such as aryl fluorides and aryl carbonates, by using simple thiolate salts as a catalyst.