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dc.contributor.authorGodineau, E
dc.contributor.authorBattilocchio, C
dc.contributor.authorLehmann, M
dc.contributor.authorLey, SV
dc.contributor.authorLabes, R
dc.contributor.authorBirnoschi, L
dc.contributor.authorSubramanian, S
dc.contributor.authorPrasanna, CS
dc.contributor.authorGorde, A
dc.contributor.authorKalbagh, M
dc.contributor.authorKhade, V
dc.contributor.authorScherrer, A
dc.contributor.authorO'sullivan, ACC
dc.date.accessioned2018-10-16T12:33:56Z
dc.date.available2018-10-16T12:33:56Z
dc.date.issued2018-06-26
dc.identifier.issn1083-6160
dc.identifier.urihttps://www.repository.cam.ac.uk/handle/1810/283646
dc.description.abstractWe report a strategy designed for the rapid and convergent assembly of C4-oxime substituted thiazoles. Our approach relied on 3-bromo-2-oxopropanal O-methyl oxime 7 as a key building block. A three-step sequence to 7 was designed, which for safety concerns, could only be operated in batch mode on limited scales (<< 100g). We describe herein how we addressed such a limitation, by designing a multistep continuous synthesis of this intermediate and further demonstrate the advantages of flow reactor configuration upon scaling up.
dc.description.sponsorshipSyngenta
dc.languageeng
dc.publisherAmerican Chemical Society
dc.rightsAttribution 4.0 International
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/
dc.subjectBromination
dc.subjectcontinuous processing
dc.subjecthazardous chemistry
dc.subjectthiazole synthesis
dc.titleA Convergent Continuous Multistep Process for the Preparation of C<inf>4</inf>-Oxime-Substituted Thiazoles
dc.typeArticle
prism.endingPage962
prism.issueIdentifier8
prism.publicationDate2018
prism.publicationNameOrganic Process Research and Development
prism.startingPage955
prism.volume22
dc.identifier.doi10.17863/CAM.31016
dcterms.dateAccepted2018-06-12
rioxxterms.versionofrecord10.1021/acs.oprd.8b00095
rioxxterms.versionVoR
rioxxterms.licenseref.urihttp://creativecommons.org/licenses/by/4.0/
rioxxterms.licenseref.startdate2018-06-26
dc.contributor.orcidLey, Steven [0000-0002-7816-0042]
dc.contributor.orcidLabes, Ricardo [0000-0003-4001-0775]
dc.identifier.eissn1520-586X
rioxxterms.typeJournal Article/Review
pubs.funder-project-idEngineering and Physical Sciences Research Council (EP/K009494/1)
pubs.funder-project-idEngineering and Physical Sciences Research Council (EP/K039520/1)
pubs.funder-project-idEngineering and Physical Sciences Research Council (EP/M004120/1)
cam.issuedOnline2018-06-26


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Attribution 4.0 International
Except where otherwise noted, this item's licence is described as Attribution 4.0 International