Baeyer–Villiger oxidation of ketones with hydrogen peroxide catalyzed by silica supported aluminum chloride

Green and selective oxidation reactions catalyzed by kaolinite covalently grafted with Fe(III) pyridine-carboxylate complexes

“…From the historical report by Baeyer and Villiger of the oxidation of menthone and tetrahydrocarvone to their corresponding lactones using monopersulfuric acid (H 2 SO 5 ) as oxidant, this versatile reaction has become one of the most applied industrial processes [34,35], being useful for the preparation of chemical, agrochemical and pharmaceutical compounds [36]. Catalysts commonly employed for this oxidation are zeolites and aluminas [37], while clays as montmorillonite [35] and kaolinite [25] have also been utilized.…”

Exceptional activity of gallium(iii) chloride and chlorogallate(iii) ionic liquids for Baeyer–Villiger oxidation

“…Numerous cyclic ketones were readily oxidised to the corresponding lactones in high yields (93-99%) under the optimised reaction conditions, which were in general remarkably better than those reported in the literature. [4][5][6][7] Very reactive, strained cyclobutanones were oxidised to gbutyrolactones in 1 min with 99% yield. High yields and short reaction times were also achieved for the oxidation of 2-adamantanone and norcamphor.…”

“…The most studied reaction is the oxidation of ketones with H 2 O 2 catalysed by AlCl 3 , both homogenously (in ethanol), and heterogeneously (on alumina or silica supports). [5][6][7] Less encouraging results were found using tin chlorides: SnCl 4 in methyl t-butyl ether was very weakly active in these oxidation of 2-adamantanone with H 2 O 2 , yielding only 3% conversion, 8 whereas SnCl 2 in butanol was found inactive in the oxidation with H 2 O 2 . 9 In contrast, SnCl 4 , AlCl 3 and FeCl 3 were all active catalysts in BV oxidation with bistrimethylsilyl peroxide as an oxidising agent.…”

“…2,4 A number of Lewis acidic metal chlorides (AlCl 3 , SnCl 4 , FeCl 3 , ZrCl 4 , TiCl 4 and ZnCl 2 ) have been used as catalysts in Baeyer-Villiger oxidation with H 2 O 2 (as aqueous solution) or with silyl peroxides (which is a masked version of 100% H 2 O 2 ). 3,[5][6][7][8][9][10] However, the literature data are fragmentary, and it is not possible to directly compare the catalysts due to the use of different solvents, substrates and conditions. The most studied reaction is the oxidation of ketones with H 2 O 2 catalysed by AlCl 3 , both homogenously (in ethanol), and heterogeneously (on alumina or silica supports).…”

A New Facile Route to Chlorination of Alcohols via Lewis Acid AlCl<sub>3</sub>

“…During our recent endeavor with the application of AlCl 3 in organic synthesis. We explored that AlCl 3 demonstrates excellent catalytic behavior in the oxidation of alcohol and Baeyer-Villiger reaction in the presence of H 2 O 2 or Oxone ® (2KHSO 5 •KHSO 4 •K 2 SO 4 ) [22,23]. In the ongoing research programs, we concerned that reaction medias play important role in the Lewis acid AlCl 3 promoted transformations, for instance, the oxidation of alcohol reactions could be carried out in water media, and the well known Ritter reaction taken placed in the solvent of acetonitrile [24].…”