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dc.contributor.authorDingwall, Paul
dc.contributor.authorGreb, Andreas
dc.contributor.authorCrespin, Lorène NS
dc.contributor.authorLabes, Ricardo
dc.contributor.authorMusio, Biagia
dc.contributor.authorPoh, Jian-Siang
dc.contributor.authorPasau, Patrick
dc.contributor.authorBlakemore, David C
dc.contributor.authorLey, Steven V
dc.date.accessioned2018-09-29T06:10:15Z
dc.date.available2018-09-29T06:10:15Z
dc.date.issued2018-10-16
dc.identifier.issn1359-7345
dc.identifier.urihttps://www.repository.cam.ac.uk/handle/1810/282978
dc.description.abstractThe difficulty in accessing and safely utilising non-stabilised diazo species has in the past limited the application of this class of compounds. Here we explore further the use of oxadiazolines, non-stabilised diazo precursors which are bench stable, in direct, non-catalytic, aldehyde C-H functionalisation reactions under UV photolysis in flow and free from additives. Commercially available aldehydes are coupled to afford unsymmetrical aryl-alkyl and alkyl-alkyl ketones while mild conditions and lack of transition metal catalysts allow for exceptional functional group tolerance. Examples are given on small scale and in a larger scale continuous production.
dc.description.sponsorshipERC funding, sponsorship from UCB and Pfizer, Cambridge Home and EU Scholarship Scheme
dc.format.mediumPrint
dc.languageeng
dc.publisherRoyal Society of Chemistry (RSC)
dc.rightsAttribution 4.0 International
dc.rights.urihttps://creativecommons.org/licenses/by/4.0/
dc.titleC-H functionalisation of aldehydes using light generated, non-stabilised diazo compounds in flow.
dc.typeArticle
prism.endingPage11688
prism.issueIdentifier83
prism.publicationDate2018
prism.publicationNameChem Commun (Camb)
prism.startingPage11685
prism.volume54
dc.identifier.doi10.17863/CAM.30340
dcterms.dateAccepted2018-08-13
rioxxterms.versionofrecord10.1039/c8cc06202a
rioxxterms.licenseref.urihttp://www.rioxx.net/licenses/all-rights-reserved
rioxxterms.licenseref.startdate2018-10
dc.contributor.orcidDingwall, Paul [0000-0002-6961-7995]
dc.contributor.orcidCrespin, Lorene [0000-0002-7491-7538]
dc.contributor.orcidLabes, Ricardo [0000-0003-4001-0775]
dc.contributor.orcidMusio, Biagia [0000-0001-7799-5155]
dc.contributor.orcidLey, Steven [0000-0002-7816-0042]
dc.identifier.eissn1364-548X
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/M004120/1)
pubs.funder-project-idEuropean Commission Horizon 2020 (H2020) Future and Emerging Technologies (FET) (737266)
pubs.funder-project-idEngineering and Physical Sciences Research Council (EP/K039520/1)
cam.issuedOnline2018


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