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- Publisher Website: 10.1021/acs.orglett.9b02324
- Scopus: eid_2-s2.0-85073459680
- PMID: 31560546
- WOS: WOS:000492114600002
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Article: Reductive Halogenation Reactions: Selective Synthesis of Unsymmetrical α-Haloketones
Title | Reductive Halogenation Reactions: Selective Synthesis of Unsymmetrical α-Haloketones |
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Authors | |
Keywords | Allyl Alcohol Isomerization Alkenes |
Issue Date | 2019 |
Publisher | American 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? |
Abstract | A 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 Identifier | http://hdl.handle.net/10722/289649 |
ISSN | 2023 Impact Factor: 4.9 2023 SCImago Journal Rankings: 1.245 |
ISI Accession Number ID |
DC Field | Value | Language |
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dc.contributor.author | LAO, Z | - |
dc.contributor.author | Zhang, H | - |
dc.contributor.author | Toy, PH | - |
dc.date.accessioned | 2020-10-22T08:15:32Z | - |
dc.date.available | 2020-10-22T08:15:32Z | - |
dc.date.issued | 2019 | - |
dc.identifier.citation | Organic Letters, 2019, v. 21 n. 20, p. 8149-8152 | - |
dc.identifier.issn | 1523-7060 | - |
dc.identifier.uri | http://hdl.handle.net/10722/289649 | - |
dc.description.abstract | A 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.language | eng | - |
dc.publisher | American Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.html | - |
dc.relation.ispartof | Organic Letters | - |
dc.rights | This 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.subject | Allyl Alcohol | - |
dc.subject | Isomerization | - |
dc.subject | Alkenes | - |
dc.title | Reductive Halogenation Reactions: Selective Synthesis of Unsymmetrical α-Haloketones | - |
dc.type | Article | - |
dc.identifier.email | Zhang, H: hmzhang8@hku.hk | - |
dc.identifier.email | Toy, PH: phtoy@hkucc.hku.hk | - |
dc.identifier.authority | Toy, PH=rp00791 | - |
dc.description.nature | postprint | - |
dc.identifier.doi | 10.1021/acs.orglett.9b02324 | - |
dc.identifier.pmid | 31560546 | - |
dc.identifier.scopus | eid_2-s2.0-85073459680 | - |
dc.identifier.hkuros | 315937 | - |
dc.identifier.volume | 21 | - |
dc.identifier.issue | 20 | - |
dc.identifier.spage | 8149 | - |
dc.identifier.epage | 8152 | - |
dc.identifier.isi | WOS:000492114600002 | - |
dc.publisher.place | United States | - |
dc.identifier.issnl | 1523-7052 | - |