Journal
CHEMICAL SCIENCE
Volume 8, Issue 4, Pages 3249-3253Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c6sc05483h
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Funding
- EPSRC
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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, beta-hydroxyl sulfones, sulfonamides and sulfonyl fluorides.
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