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

Authors
Chen, Yiding 

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Article
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Abstract

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.

Publication Date
2017-04-01
Online Publication Date
2017-02-28
Acceptance Date
2017-02-16
Keywords
0306 Physical Chemistry (incl. Structural)
Journal Title
Chem Sci
Journal ISSN
2041-6520
2041-6539
Volume Title
8
Publisher
Royal Society of Chemistry (RSC)