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dc.contributor.authorWest, Matthew
dc.contributor.authorThomson, Brodie
dc.contributor.authorVantourout, Julien C.
dc.contributor.authorWatson, Allan J. B.
dc.date.accessioned2020-11-18T00:38:35Z
dc.date.available2020-11-18T00:38:35Z
dc.date.issued2019-11-18
dc.identifier.citationWest , M , Thomson , B , Vantourout , J C & Watson , A J B 2019 , ' Discovery, scope, and limitations of an N -dealkylation/ N -arylation of secondary sulfonamides under Chan–Lam conditions ' , Asian Journal of Organic Chemistry , vol. Early View . https://doi.org/10.1002/ajoc.201900617en
dc.identifier.issn2193-5815
dc.identifier.otherPURE: 262822014
dc.identifier.otherPURE UUID: 66442d47-1c55-4ea2-9dc8-6040b6802a39
dc.identifier.otherORCID: /0000-0002-1582-4286/work/65014461
dc.identifier.otherScopus: 85075376889
dc.identifier.otherWOS: 000496891400001
dc.identifier.urihttp://hdl.handle.net/10023/21000
dc.descriptionAuthors thank the University of St Andrews for a PhD studentship (MJW) and additional funding (BT).en
dc.description.abstractWe report the discovery, scope, and limitations of a Cu‐mediated sulfonamide N‐dealkylation/N‐arylation reaction. Specific secondary N‐alkyl sulfonamides undergo Cu‐mediated oxidative dealkylation followed by N‐arylation under Chan–Lam conditions. The reaction is relatively general, allowing the synthesis of a range of N‐aryl secondary sulfonamides in good yield. Mechanistic investigations determined the sequence of reaction events as well as the efficiency‐limiting events. Limitations in the methodology are also presented.
dc.language.isoeng
dc.relation.ispartofAsian Journal of Organic Chemistryen
dc.rightsCopyright © 2019 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim. This work has been made available online in accordance with publisher policies or with permission. Permission for further reuse of this content should be sought from the publisher or the rights holder. This is the author created accepted manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at https://doi.org/10.1002/ajoc.201900617en
dc.subjectArylationen
dc.subjectBoronen
dc.subjectCopperen
dc.subjectCross-couplingen
dc.subjectOxidationen
dc.subjectQD Chemistryen
dc.subjectDASen
dc.subject.lccQDen
dc.titleDiscovery, scope, and limitations of an N-dealkylation/N-arylation of secondary sulfonamides under Chan–Lam conditionsen
dc.typeJournal articleen
dc.description.versionPostprinten
dc.contributor.institutionUniversity of St Andrews.School of Chemistryen
dc.contributor.institutionUniversity of St Andrews.Sir James Mackenzie Institute for Early Diagnosisen
dc.identifier.doihttps://doi.org/10.1002/ajoc.201900617
dc.description.statusPeer revieweden
dc.date.embargoedUntil2020-11-18


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