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dc.contributor.authorThomson, Connor
dc.contributor.authorZhang, Qingzhi
dc.contributor.authorAl-Maharik, Nawaf
dc.contributor.authorBuehl, Michael
dc.contributor.authorCordes, David Bradford
dc.contributor.authorSlawin, Alexandra
dc.contributor.authorO'Hagan, David
dc.date.accessioned2019-07-02T23:40:35Z
dc.date.available2019-07-02T23:40:35Z
dc.date.issued2018-07-03
dc.identifier.citationThomson , C , Zhang , Q , Al-Maharik , N , Buehl , M , Cordes , D B , Slawin , A & O'Hagan , D 2018 , ' Fluorinated cyclopropanes : Synthesis and chemistry of the aryl α,β,β-trifluorocyclopropane motif ' , Chemical Communications , vol. In press . https://doi.org/10.1039/C8CC04964Een
dc.identifier.issn1359-7345
dc.identifier.otherPURE: 254057528
dc.identifier.otherPURE UUID: 889e056a-a749-4df9-bf48-f48234e3fa42
dc.identifier.otherScopus: 85050723128
dc.identifier.otherORCID: /0000-0002-1095-7143/work/48131779
dc.identifier.otherORCID: /0000-0002-5366-9168/work/46569128
dc.identifier.otherORCID: /0000-0002-9527-6418/work/56861717
dc.identifier.otherWOS: 000439702200028
dc.identifier.otherORCID: /0000-0002-0510-5552/work/68281254
dc.identifier.urihttp://hdl.handle.net/10023/18028
dc.descriptionThe authors are grateful to the EPSRC for supporting this work. The authors acknowledge the EPSRC National Mass Spectrometry Facility (Swansea) and D.O’H. thanks the Royal Society for a Wolfson Research Merit Award.en
dc.description.abstractA general route to aryl α,β,β-trifluorocyclopropanes is reported and aryl oxidation gave the corresponding α,β,β-trifluorocyclopropane carboxylic acid. Reactions of the corresponding amides with phenol/thiophenol resulted in HF elimination and then conjugate addition. The partially fluorinated cyclopropane has a similar lipophilicity to –CF3 despite three carbon atoms, and it emerges as a novel motif for drug discovery.
dc.language.isoeng
dc.relation.ispartofChemical Communicationsen
dc.rights© 2018 the Authors. This work has been made available online in accordance with the publisher’s policies. This is the author created accepted version manuscript following peer review and as such may differ slightly from the final published version. The final published version of this work is available at https://doi.org/10.1039/C8CC04964Een
dc.subjectQD Chemistryen
dc.subjectNDASen
dc.subject.lccQDen
dc.titleFluorinated cyclopropanes : Synthesis and chemistry of the aryl α,β,β-trifluorocyclopropane motifen
dc.typeJournal articleen
dc.description.versionPostprinten
dc.description.versionPostprinten
dc.contributor.institutionUniversity of St Andrews.School of Chemistryen
dc.contributor.institutionUniversity of St Andrews.EaSTCHEMen
dc.contributor.institutionUniversity of St Andrews.Biomedical Sciences Research Complexen
dc.identifier.doihttps://doi.org/10.1039/C8CC04964E
dc.description.statusPeer revieweden
dc.date.embargoedUntil2019-07-03


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