Issue 4, 2017

Copper(i)-catalyzed sulfonylative Suzuki–Miyaura cross-coupling


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.

Graphical abstract: Copper(i)-catalyzed sulfonylative Suzuki–Miyaura cross-coupling

Supplementary files

Article information

Article type
Edge Article
15 Dec 2016
16 Feb 2017
First published
28 Feb 2017
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2017,8, 3249-3253

Copper(I)-catalyzed sulfonylative Suzuki–Miyaura cross-coupling

Y. Chen and M. C. Willis, Chem. Sci., 2017, 8, 3249 DOI: 10.1039/C6SC05483H

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