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Buchwald-Hartwig versus Microwave-Assisted Amination of Chloroquinolines: En Route to the Pyoverdin Chromophore

dc.contributor.authorSeubert, Philipp
dc.contributor.authorFreund, Marcel
dc.contributor.authorRudolf, Richard
dc.contributor.authorLin, Yulin
dc.contributor.authorAltevogt, Luca
dc.contributor.authorBilitewski, Ursula
dc.contributor.authorBaro, Angelika
dc.contributor.authorLaschat, Sabine
dc.date.accessioned2020-11-23T08:38:04Z
dc.date.available2020-11-23T08:38:04Z
dc.date.issued2020-07-22
dc.identifier.citationSynlett 2020 31 12 doi: 10.1055/s-0040-1707810.en_US
dc.identifier.issn09365214
dc.identifier.doi10.1055/s-0040-1707810
dc.identifier.urihttp://hdl.handle.net/10033/622603
dc.description.abstractThe reaction of 2-chloro-3-nitroquinoline and a series of amines and aminoalkanoates under basic microwave-mediated conditions and Buchwald-Hartwig amination conditions is reported. The microwave irradiation favored the reaction with amines, resulting in yields up to 80%, while amino acid functionalization gave yields comparable to those of BuchwaldHartwig amination. (2R)-4-[(6,7-dimethoxy-3-nitroquinolinyl)amino]-2-hydroxybutanoate could be successfully cyclized to the pyoverdin chromophore, a subunit of siderophores.en_US
dc.description.sponsorshipMinisterium für Wissenschaft, Forschung und Kunst Baden-Württembergen_US
dc.language.isoenen_US
dc.publisherThieme Verlagen_US
dc.rightsAttribution-NonCommercial-ShareAlike 4.0 International*
dc.rights.urihttp://creativecommons.org/licenses/by-nc-sa/4.0/*
dc.subjectAminationen_US
dc.subjectaminonitroquinolinesen_US
dc.subjectBuchwald-Hartwig aminationen_US
dc.subjectmicrowave heatingen_US
dc.subjectpyoverdinsen_US
dc.subjectsiderophoresen_US
dc.titleBuchwald-Hartwig versus Microwave-Assisted Amination of Chloroquinolines: En Route to the Pyoverdin Chromophoreen_US
dc.typeArticleen_US
dc.identifier.eissn14372096
dc.contributor.departmentHZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.en_US
dc.identifier.journalSynletten_US
dc.identifier.eid2-s2.0-85087912934
dc.identifier.scopusidSCOPUS_ID:85087912934
dc.source.volume31
dc.source.issue12
dc.source.beginpage1177
dc.source.endpage1181
dc.source.journaltitleSynlett


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