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Dimethylisosorbide (DMI) as a bio-derived solvent for Pd-catalyzed cross-coupling reactions

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dc.contributor.authorWilson, Kirsty L.
dc.contributor.authorMurray, Jane
dc.contributor.authorSneddon, Helen
dc.contributor.authorJamieson, Craig
dc.contributor.authorWatson, Allan J. B.
dc.date.accessioned2019-09-27T23:37:32Z
dc.date.available2019-09-27T23:37:32Z
dc.date.issued2018-10
dc.identifier.citationWilson , K L , Murray , J , Sneddon , H , Jamieson , C & Watson , A J B 2018 , ' Dimethylisosorbide (DMI) as a bio-derived solvent for Pd-catalyzed cross-coupling reactions ' , Synlett , vol. 29 , no. 17 , pp. 2293-2297 . https://doi.org/10.1055/s-0037-1611054en
dc.identifier.issn0936-5214
dc.identifier.otherPURE: 255931977
dc.identifier.otherPURE UUID: 8f83a73d-8767-423e-ab99-6c7fa62940dd
dc.identifier.otherScopus: 85054825730
dc.identifier.otherORCID: /0000-0002-1582-4286/work/56639184
dc.identifier.otherWOS: 000446716600013
dc.identifier.urihttps://hdl.handle.net/10023/18572
dc.descriptionThe authors thank the University of Strathclyde for a PhD studentship (KLW) and Merck KGaA, Darmstadt, Germany, for financial and material support.en
dc.description.abstractPalladium-catalyzed bond forming reactions, such as the SuzukiMiyaura and Mizoroki-Heck reactions, are some of the most broadly utilized reactions within the chemical industry. These reactions frequently employ hazardous solvents; however, to adhere to increasing sustainability pressures and restrictions regarding the use of such solvents, alternatives are highly sought after. Here we demonstrate the utility of dimethyl isosorbide (DMI) as a bio-derived solvent in several benchmark Pd-catalysed reactions: Suzuki– Miyaura (13 examples, 62–100% yield), Mizoroki–Heck (13 examples, 47– 91% yield), and Sonogashira (12 examples, 65–98% yield).
dc.format.extent5
dc.language.isoeng
dc.relation.ispartofSynletten
dc.rightsCopyright © 2018 Georg Thieme Verlag Stuttgart, New York. 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/10.1055/s-0037-1611054en
dc.subjectCross-couplingen
dc.subjectGreen chemistryen
dc.subjectPalladiumen
dc.subjectSolventsen
dc.subjectQD Chemistryen
dc.subjectNDASen
dc.subject.lccQDen
dc.titleDimethylisosorbide (DMI) as a bio-derived solvent for Pd-catalyzed cross-coupling reactionsen
dc.typeJournal articleen
dc.description.versionPostprinten
dc.contributor.institutionUniversity of St Andrews. School of Chemistryen
dc.identifier.doihttps://doi.org/10.1055/s-0037-1611054
dc.description.statusPeer revieweden
dc.date.embargoedUntil2019-09-28


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