Synthesis of Diaryl Diselenides and Ditellurides via Bromide-Catalyzed C–Se/C–Te Bond Formation Using Se/Te Powder and Boronic Acid

Abstract Diaryl diselenides and diaryl ditellurides are commonly employed as selenyl or telluryl sources, and they have a wide range of applications in organic synthesis. Herein, various diaryl diselenides/ditellurides are furnished in moderate to excellent yields under metal-free conditions. This method features high efficiency, good functional group tolerance, straightforward operation, and easy scale-up (running in 4 mmol-scale for most cases). Mechanistic studies indicate that this reaction may proceed via a radical pathway. Significantly, the correct matching of Br– and dimethyl sulfoxide under an air atmosphere is critical to this transformation.