A Mild Deoximation of Oximes Catalyzed by Lithium Sulfate
Küçük Resim Yok
Tarih
2024
Yazarlar
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Taylor & Francis Inc
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
The 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.
Açıklama
Anahtar Kelimeler
Carbonyl-Compounds, Beckmann Rearrangement, Oxidative Deoximation, Efficient Synthesis, Selective Method, Regeneration, Reduction, Aldoximes, Ketoximes, Nitriles
Kaynak
Organic Preparations and Procedures International
WoS Q Değeri
N/A
Scopus Q Değeri
Q4
Cilt
56
Sayı
5
