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Isothiourea-catalyzed synthesis of pyrrole- and indole-functionalized tetrasubstituted pyridines

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dc.contributor.authorZhang, Shuyue
dc.contributor.authorHartley, Will
dc.contributor.authorGreenhalgh, Mark David
dc.contributor.authorNg, Sean
dc.contributor.authorSlawin, Alexandra Martha Zoya
dc.contributor.authorSmith, Andrew David
dc.date.accessioned2020-07-22T11:30:02Z
dc.date.available2020-07-22T11:30:02Z
dc.date.issued2020-09-18
dc.identifier.citationZhang , S , Hartley , W , Greenhalgh , M D , Ng , S , Slawin , A M Z & Smith , A D 2020 , ' Isothiourea-catalyzed synthesis of pyrrole- and indole-functionalized tetrasubstituted pyridines ' , ChemCatChem , vol. 12 , no. 18 , pp. 4522-4525 . https://doi.org/10.1002/cctc.202000882en
dc.identifier.issn1867-3880
dc.identifier.otherPURE: 268531232
dc.identifier.otherPURE UUID: 88e81d60-d67c-41ca-ab30-f52b8d5aabfd
dc.identifier.otherORCID: /0000-0002-2104-7313/work/77893615
dc.identifier.otherORCID: /0000-0002-9527-6418/work/77893656
dc.identifier.otherWOS: 000550781000001
dc.identifier.otherScopus: 85088313028
dc.identifier.urihttps://hdl.handle.net/10023/20307
dc.descriptionFunding: Engineering and Physical Sciences Research Council (Grant Number(s): EP/L016419/1); FP7 Ideas: European Research Council (Grant Number(s): 279850)en
dc.description.abstractThe generation of pyrrole- and indole-functionalized tetrasubstituted pyridines in a one-pot process from 2-(pyrrol-1-yl)acetic acid or 2-(indol-1-yl)acetic acid and α,β-unsaturated N-sulfonyl-ketimines is described. The process is proposed to operate via an isothiourea-catalyzed Michael addition-lactamization, followed by elimination of sulfinic acid and O-acylation to provide the final pyridine product.
dc.format.extent5
dc.language.isoeng
dc.relation.ispartofChemCatChemen
dc.rightsCopyright © 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.en
dc.subjectAnnulationen
dc.subjectIsothioureaen
dc.subjectNitrogen heterocyclesen
dc.subjectOrganocatalysisen
dc.subjectPyridinesen
dc.subjectQD Chemistryen
dc.subjectDASen
dc.subject.lccQDen
dc.titleIsothiourea-catalyzed synthesis of pyrrole- and indole-functionalized tetrasubstituted pyridinesen
dc.typeJournal articleen
dc.contributor.sponsorEPSRCen
dc.contributor.sponsorEuropean Commissionen
dc.description.versionPublisher PDFen
dc.contributor.institutionUniversity of St Andrews. EaSTCHEMen
dc.contributor.institutionUniversity of St Andrews. School of Chemistryen
dc.identifier.doihttps://doi.org/10.1002/cctc.202000882
dc.description.statusPeer revieweden
dc.date.embargoedUntil2020-07-22
dc.identifier.grantnumberEP/L016419/1en
dc.identifier.grantnumberN/Aen


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