- Production of piperonal, vanillin, and p-anisaldehyde via solventless supported iodobenzene diacetate oxidation of isosafrol, isoeugenol, and anethol under microwave irradiation
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A novel experimental procedure to obtain carbonyl compounds under microwave irradiation from activated olefins and supported iodobenzene diacetate is described. By varying the reaction conditions it is possible to generate the corresponding aldehydes in reasonable-to-excellent yields and selectivities. The methodology is simple, clean, and reproducible and presents short reaction times. Using isosafrol, isoeugenol, and anethol it was possible to produce piperonal, vanillin and p-anisaldehyde, respectively.
- Alvarez, Heiddy Marquez,Barbosa, Dayse P.,Fricks, Alini Tinoco,Aranda, Donato A. G.,Valdes, Ricardo H.,Antunes
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supporting information
p. 941 - 943
(2012/12/23)
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- Oxidation of isosafrole by sodium hypochlorite catalysed by manganese porphyrins: Unusual competition between epoxidation and O-dealkylation
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Isosafrole (1a) and isoeugenol methyl ether (1b), two closely related substrates, behave very differently when subjected to manganese porphyrins catalysed epoxidation by sodium hypochlorite. A possible explanation is given, in terms of an unusual competition between the epoxidation and the O-dealkylation of the -OCH2O-moiety.
- Chiavetto, Luisella Bocchio,Guglielmetti, Gianfranco,Querci, Cecilia,Ricci, Marco
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p. 1091 - 1094
(2007/10/03)
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- Method for the isomerization of oxiranes
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The method for the isomerization of oxiranes of the general formula: STR1 wherein R1 and R3 are hydrogen; R2 is alkyl or alkylene groups of 3 to 26 carbon atoms or the phenyl group which may also be substituted, and R4 is hydrogen or alkyl from 1 to 26 carbon atoms and in which the carbon atoms of the epoxy ring can also form components of a cyclic system, wherein as a catalyst there is used alkali iodide and a polyethyleneglycol with an average mol mass of 400 to 10,000 with a boiling point, preferably above the boiling point of the carbonyl compounds that are formed.
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- Palladium-catalysed oxidation of alcohols with carbon tetrachloride, formation of 4,4,4-trichloro ketones from allylic alcohols and carbon tetrachlorid
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Pd salts catalyse oxidation of alcohols with CCl4 in the presence of K2CO3. Primary alcohols are oxidised to esters, and secondary alcohols to ketones. CCl4 is converted to CHCl3. The reaction of allylic alcohols bearing a terminal olefinic bond with CCl4 or BrCCl3 in the presence of palladium catalyst at 110° affords 4,4,4-trichloro ketones. At 40°, simple adducts of CCl4 or BrCCl3 having a halohydrin structure are obtained, which are converted to the corresponding trichloro ketones by the catalysis of palladium. Various halohydrins are converted to ketones by Pd catalysis.
- nagashima, Hideo,Sato, Koji,Tsuii, Jiro
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p. 5645 - 5651
(2007/10/02)
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