A Mild Deoximation of Oximes Catalyzed by Lithium Sulfate

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dc.authoriduludag, Nesimi/0000-0002-2819-3612
dc.contributor.authorUludag, Nesimi
dc.date.accessioned2024-10-29T17:58:34Z
dc.date.available2024-10-29T17:58:34Z
dc.date.issued2024
dc.departmentTekirdağ Namık Kemal Üniversitesi
dc.description.abstractThe availability of efficient processes to obtain carbonyl compounds is of great interest in preparative organic chemistry.Citation(1) One source of carbonyl compounds is deoximation, and the success of this process has significance for industrial applications,Citation(2-4) as well as the synthesis laboratory.Citation(5-8) Several reagents have been utilized for this purpose with varying degrees of effectiveness.Citation(9-16) As a result of efforts in this area, a number of innovative materials have been produced for the implementation of viable deoximations,Citation(17-22) within the context of catalyst development.Citation(23)(,)Citation(24) In the present work, we focused on the practical aspects of the deoximation of aromatic, aliphatic and heterocyclic ketoximes (Scheme 1). Our starting materials were the appropriate oximes, prepared according to standard literature methods.Citation(25-27) With anhydrous lithium sulfate in chloroform at reflux temperature under nitrogen, we observed formation of the respective ketones in generally good yields (up to 91%, mean 77%, see Table 1, Entry 3) over short reaction times as determined by thin layer chromatography (15-120 min). The method was reliable and tolerated several substrate types. There did not appear to be major substituent effects on reaction times and yields. In conclusion, we have explored a novel deoximation reaction method for the effective conversion of ketoximes to the corresponding ketones using lithium sulfate. Further investigations of the deoximation method are ongoing in our laboratory.
dc.identifier.doi10.1080/00304948.2024.2321002
dc.identifier.endpage522
dc.identifier.issn0030-4948
dc.identifier.issn1945-5453
dc.identifier.issue5en_US
dc.identifier.scopus2-s2.0-85192521253
dc.identifier.scopusqualityQ4
dc.identifier.startpage516
dc.identifier.urihttps://doi.org/10.1080/00304948.2024.2321002
dc.identifier.urihttps://hdl.handle.net/20.500.11776/14394
dc.identifier.volume56
dc.identifier.wosWOS:001217052300001
dc.identifier.wosqualityN/A
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherTaylor & Francis Inc
dc.relation.ispartofOrganic Preparations and Procedures International
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.subjectCarbonyl-Compounds
dc.subjectBeckmann Rearrangement
dc.subjectOxidative Deoximation
dc.subjectEfficient Synthesis
dc.subjectSelective Method
dc.subjectRegeneration
dc.subjectReduction
dc.subjectAldoximes
dc.subjectKetoximes
dc.subjectNitriles
dc.titleA Mild Deoximation of Oximes Catalyzed by Lithium Sulfate
dc.typeArticle

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