File Download
  Links for fulltext
     (May Require Subscription)
Supplementary

Article: Reductive Halogenation Reactions: Selective Synthesis of Unsymmetrical α-Haloketones

TitleReductive Halogenation Reactions: Selective Synthesis of Unsymmetrical α-Haloketones
Authors
LAO, ZZhang, HToy, PH
KeywordsAllyl Alcohol
Isomerization
Alkenes
Issue Date2019
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.html
Citation
Organic Letters, 2019, v. 21 n. 20, p. 8149-8152 How to Cite?
DOI: http://dx.doi.org/10.1021/acs.orglett.9b02324
AbstractA method for the selective synthesis of unsymmetrical α-haloketones has been developed. The key transformation is a triphenylphosphine oxide catalyzed reductive halogenation of an α,β-unsaturated ketone in which trichlorosilane is the reducing reagent and an N-halosuccinimide is the electrophilic halogen source. This method allows for a halogen atom to be installed selectively at either of two very similarly substituted sites adjacent to a ketone group.
Persistent Identifierhttp://hdl.handle.net/10722/289649
ISSN
1523-7060
2023 Impact Factor: 4.9
2023 SCImago Journal Rankings: 1.245
ISI Accession Number ID
WOS:000492114600002

 

DC FieldValueLanguage
dc.contributor.authorLAO, Z-
dc.contributor.authorZhang, H-
dc.contributor.authorToy, PH-
dc.date.accessioned2020-10-22T08:15:32Z-
dc.date.available2020-10-22T08:15:32Z-
dc.date.issued2019-
dc.identifier.citationOrganic Letters, 2019, v. 21 n. 20, p. 8149-8152-
dc.identifier.issn1523-7060-
dc.identifier.urihttp://hdl.handle.net/10722/289649-
dc.description.abstractA method for the selective synthesis of unsymmetrical α-haloketones has been developed. The key transformation is a triphenylphosphine oxide catalyzed reductive halogenation of an α,β-unsaturated ketone in which trichlorosilane is the reducing reagent and an N-halosuccinimide is the electrophilic halogen source. This method allows for a halogen atom to be installed selectively at either of two very similarly substituted sites adjacent to a ketone group.-
dc.languageeng-
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.html-
dc.relation.ispartofOrganic Letters-
dc.rightsThis document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/doi/10.1021/acs.orglett.9b02324-
dc.subjectAllyl Alcohol-
dc.subjectIsomerization-
dc.subjectAlkenes-
dc.titleReductive Halogenation Reactions: Selective Synthesis of Unsymmetrical α-Haloketones-
dc.typeArticle-
dc.identifier.emailZhang, H: hmzhang8@hku.hk-
dc.identifier.emailToy, PH: phtoy@hkucc.hku.hk-
dc.identifier.authorityToy, PH=rp00791-
dc.description.naturepostprint-
dc.identifier.doi10.1021/acs.orglett.9b02324-
dc.identifier.pmid31560546-
dc.identifier.scopuseid_2-s2.0-85073459680-
dc.identifier.hkuros315937-
dc.identifier.volume21-
dc.identifier.issue20-
dc.identifier.spage8149-
dc.identifier.epage8152-
dc.identifier.isiWOS:000492114600002-
dc.publisher.placeUnited States-
dc.identifier.issnl1523-7052-

Export via OAI-PMH Interface in XML Formats

OR

Export to Other Non-XML Formats