Copper(i)-catalyzed sulfonylative Suzuki-Miyaura cross-coupling.
Royal Society of Chemistry (RSC)
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Chen, Y., & Willis, M. C. (2017). Copper(i)-catalyzed sulfonylative Suzuki-Miyaura cross-coupling.. Chem Sci, 8 (4), 3249-3253. https://doi.org/10.1039/c6sc05483h
Using a simple copper(i) catalyst has allowed a high yielding sulfonylative-Suzuki-Miyaura cross-coupling reaction to be developed. The process provides a single step route to diaryl sulfones from the direct combination of aryl boronic acids, sulfur dioxide and aryl iodides, and represents the first sulfonylative variant of a classic cross-coupling reaction. Sulfur dioxide is delivered from the surrogate reagent, DABSO. Variation of the reaction conditions allowed interruption of the sulfonylative-Suzuki coupling, resulting in the formation of a presumed Cu-sulfinate intermediate. These sulfinates could be trapped as their sodium salts and treated with electrophiles to allow access to arylalkyl sulfones, β-hydroxyl sulfones, sulfonamides and sulfonyl fluorides.
External DOI: https://doi.org/10.1039/c6sc05483h
This record's URL: https://www.repository.cam.ac.uk/handle/1810/286859
Attribution 4.0 International
Licence URL: https://creativecommons.org/licenses/by/4.0/