Copper(i)-catalyzed sulfonylative Suzuki-Miyaura cross-coupling.
| cam.issuedOnline | 2017-02-28 | |
| dc.contributor.author | Chen, Yiding | |
| dc.contributor.author | Willis, Michael C | |
| dc.contributor.orcid | Willis, Michael C [0000-0002-0636-6471] | |
| dc.date.accessioned | 2018-12-13T00:33:03Z | |
| dc.date.available | 2018-12-13T00:33:03Z | |
| dc.date.issued | 2017-04-01 | |
| dc.description.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. | |
| dc.format.medium | Print-Electronic | |
| dc.identifier.doi | 10.17863/CAM.34165 | |
| dc.identifier.eissn | 2041-6539 | |
| dc.identifier.issn | 2041-6520 | |
| dc.identifier.uri | https://www.repository.cam.ac.uk/handle/1810/286859 | |
| dc.language | eng | |
| dc.language.iso | eng | |
| dc.publisher | Royal Society of Chemistry (RSC) | |
| dc.publisher.url | http://dx.doi.org/10.1039/c6sc05483h | |
| dc.rights | Attribution 4.0 International | |
| dc.rights.uri | https://creativecommons.org/licenses/by/4.0/ | |
| dc.subject | 0306 Physical Chemistry (incl. Structural) | |
| dc.title | Copper(i)-catalyzed sulfonylative Suzuki-Miyaura cross-coupling. | |
| dc.type | Article | |
| dcterms.dateAccepted | 2017-02-16 | |
| prism.endingPage | 3253 | |
| prism.issueIdentifier | 4 | |
| prism.publicationDate | 2017 | |
| prism.publicationName | Chem Sci | |
| prism.startingPage | 3249 | |
| prism.volume | 8 | |
| rioxxterms.licenseref.startdate | 2017-04 | |
| rioxxterms.licenseref.uri | http://www.rioxx.net/licenses/all-rights-reserved | |
| rioxxterms.type | Journal Article/Review | |
| rioxxterms.version | VoR | |
| rioxxterms.versionofrecord | 10.1039/c6sc05483h |
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