Show simple item record

dc.contributor.authorCrespin, Loreneen
dc.contributor.authorBiancalana, Len
dc.contributor.authorMorack, Ten
dc.contributor.authorBlakemore, DCen
dc.contributor.authorLey, Stevenen
dc.date.accessioned2017-05-04T14:50:10Z
dc.date.available2017-05-04T14:50:10Z
dc.identifier.issn1523-7060
dc.identifier.urihttps://www.repository.cam.ac.uk/handle/1810/264034
dc.description.abstractA new, three-step, telescoped reaction sequence for the regioselective conversion of N-tosyl hydrazones and aziridines to 3,6-disubstituted and 3,5,6-trisubstituted 1,2,4-triazines is described. The process involves an efficient nucleophilic ring opening of the aziridine, giving access to a wide range of aminohydrazones, isolated with excellent yields. A “one-pot” procedure, combining the ring opening with a cyclization and an oxidation step, allows the preparation of diversified triazines in good yields.
dc.description.sponsorshipThis work was supported by a postdoctoral fellowship from Pfizer (L.C.) and EPSRC Grant Nos. EP/K009494/1 and EP/M004120/1 (S.V.L.). We also thank Dr. Andrew D. Bond for conducting X-ray crystallographic analysis.
dc.languageengen
dc.language.isoenen
dc.publisherAmerican Chemical Society
dc.rightsAttribution 4.0 Internationalen
dc.rightsAttribution 4.0 Internationalen
dc.rightsAttribution 4.0 Internationalen
dc.rightsAttribution 4.0 Internationalen
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/en
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/en
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/en
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/en
dc.titleOne-Pot Acid-Catalyzed Ring-Opening/Cyclization/Oxidation of Aziridines with N-Tosylhydrazones: Access to 1,2,4-Triazinesen
dc.typeArticle
prism.endingPage1087
prism.issueIdentifier5en
prism.publicationNameOrganic Lettersen
prism.startingPage1084
prism.volume19en
dc.identifier.doi10.17863/CAM.9395
dcterms.dateAccepted2017-02-13en
rioxxterms.versionofrecord10.1021/acs.orglett.7b00101en
rioxxterms.versionVoRen
rioxxterms.licenseref.urihttp://creativecommons.org/licenses/by/4.0/en
rioxxterms.licenseref.startdate2017-02-13en
dc.contributor.orcidCrespin, Lorene [0000-0002-7491-7538]
dc.contributor.orcidLey, Steven [0000-0002-7816-0042]
dc.identifier.eissn1523-7052
rioxxterms.typeJournal Article/Reviewen
pubs.funder-project-idEPSRC (EP/M004120/1)
pubs.funder-project-idEPSRC (EP/K009494/1)
cam.issuedOnline2017-02-15en
datacite.issupplementedby.doi10.17863/CAM.7001en


Files in this item

Thumbnail

This item appears in the following Collection(s)

Show simple item record

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