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Addition reactions of sulfenyl and sulfinyl chlorides with 3-phenyl-1-azabicyclo[1.1.0]butane

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Date

Date
2008
Journal Article
Published version
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cris.lastimport.scopus2025-07-05T03:31:15Z
cris.lastimport.wos2025-08-02T01:32:08Z
cris.virtual.orcidhttps://orcid.org/0000-0002-9343-9180
cris.virtualsource.orcid583798eb-3ab4-47b8-a603-8db9be1b8d4f
dc.contributor.institutionUniversity of Zurich
dc.date.accessioned2009-02-06T12:14:29Z
dc.date.available2009-02-06T12:14:29Z
dc.date.issued2008-08
dc.description.abstract

The reactions of 3-phenyl-1-azabicyclo[1.1.0]butane with a-chlorosulfenyl chlorides and sulfinyl chlorides lead to the corresponding sulfenamides and sulfinamides, respectively, which possess an azetidine ring. It is proposed that a two-step mechanism occurs involving an intermediate carbenium ion, which is formed by the addition of the electrophile at the N-atom and cleavage of the N(1) C(3) bond. The structures of 9b and 10b are established by X-ray crystallography.

dc.identifier.doi10.1002/hlca.200890154
dc.identifier.issn0018-019X
dc.identifier.scopus2-s2.0-55449102212
dc.identifier.urihttps://www.zora.uzh.ch/handle/20.500.14742/38748
dc.identifier.wos000259049900003
dc.language.isoeng
dc.subjectPhysical and Theoretical Chemistry
dc.subjectInorganic Chemistry
dc.subjectOrganic Chemistry
dc.subjectBiochemistry
dc.subjectDrug Discovery
dc.subjectCatalysis
dc.subject.ddc540 Chemistry
dc.title

Addition reactions of sulfenyl and sulfinyl chlorides with 3-phenyl-1-azabicyclo[1.1.0]butane

dc.typearticle
dcterms.accessRightsinfo:eu-repo/semantics/closedAccess
dcterms.bibliographicCitation.journaltitleHelvetica Chimica Acta
dcterms.bibliographicCitation.number8
dcterms.bibliographicCitation.originalpublishernameWiley-Blackwell Publishing, Inc.
dcterms.bibliographicCitation.pageend1429
dcterms.bibliographicCitation.pagestart1419
dcterms.bibliographicCitation.volume91
dspace.entity.typePublicationen
uzh.contributor.affiliation#PLACEHOLDER_PARENT_METADATA_VALUE#
uzh.contributor.affiliationUniversity of Lodz
uzh.contributor.affiliationInstitute - Center for Molecular and Macromolecular Studies of the Polish Academy of Sciences
uzh.contributor.affiliationUniversity of Zurich
uzh.contributor.affiliationUniversity of Zurich
uzh.contributor.authorMlostoń, Grzegorz
uzh.contributor.authorWoźnicka, M
uzh.contributor.authorDrabowicz, J
uzh.contributor.authorLinden, Anthony
uzh.contributor.authorHeimgartner, H
uzh.contributor.correspondenceYes
uzh.contributor.correspondenceNo
uzh.contributor.correspondenceNo
uzh.contributor.correspondenceNo
uzh.contributor.correspondenceNo
uzh.document.availabilitycontent_undefined
uzh.eprint.datestamp2009-02-06 12:14:29
uzh.eprint.lastmod2025-08-02 01:38:05
uzh.eprint.statusChange2009-02-06 12:14:29
uzh.funder.projectTitleRector of the University of Łodz
uzh.funder.projectTitleF. Hoffmann-La Roche AG, Basel
uzh.harvester.ethYes
uzh.harvester.nbNo
uzh.identifier.doi10.5167/uzh-12647
uzh.jdb.eprintsId19362
uzh.oastatus.unpaywallclosed
uzh.oastatus.zoraClosed
uzh.publication.citationMlostoń, Grzegorz; Woźnicka, M; Drabowicz, J; Linden, Anthony; Heimgartner, H (2008). Addition reactions of sulfenyl and sulfinyl chlorides with 3-phenyl-1-azabicyclo[1.1.0]butane. Helvetica Chimica Acta, 91(8):1419-1429.
uzh.publication.originalworkoriginal
uzh.publication.publishedStatusfinal
uzh.scopus.impact11
uzh.scopus.subjectsCatalysis
uzh.scopus.subjectsBiochemistry
uzh.scopus.subjectsDrug Discovery
uzh.scopus.subjectsPhysical and Theoretical Chemistry
uzh.scopus.subjectsOrganic Chemistry
uzh.scopus.subjectsInorganic Chemistry
uzh.workflow.eprintid12647
uzh.workflow.fulltextStatusrestricted
uzh.workflow.revisions126
uzh.workflow.rightsCheckkeininfo
uzh.workflow.statusarchive
uzh.wos.impact9
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