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    A biphasic process for the oxidation of sulfides: a new convenient route to sulfoxides

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    A biphasic (nitromethane/water) process is provided for the oxidation of alkyl- and ary l-sulf ides by aqueous nitric and sulfuric acids (20% each). This represents a preparatively useful and convenient route to sulfoxides

    A general procedure for the selective oxidation of sulfides to sulfoxides by nitric acid: tetrabromoaurate(III) catalyst in a biphasic system

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    Tetrabromoaurate(III) is an efficient catalyst for the oxidn. of sulfides to sulfoxides by nitric acid in a biphasic system (nitromethane/water). The system is selective and can be applied to the oxidn. of any type of dialkyl and alkyl aryl sulfides and also of diaryl sulfides activated by electron-releasing substituents. The nature of the active species has been investigated in relation to the mechanistic aspects

    Selective and regiospecific oxidation of dithiaalkanes in a gold(III) catalyzed phase-transfer process

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    The oxidation of dithiaalkanes has been carried on in a gold(III) catalyzed phase-transfer process. Using a higher concentration of catalyst and oxidant (procedure A) the bis(benzylthio)alkanes Bz-S-(CH2)-S-Bz (Bz = benzyl) were .Oxidized to the corresponding monosulfoxide when n = 1 and to disulfoxide [bis(benzylsulfinyl)alkanes] when n = 2, 3, 4, 5, and 8. In more diluite conditions (procedure B) high yields of monosulfoxides were obtained also in the case of n = .2 and 3 while the selectivity decreased for n = 4, 5, and 8. The oxidation of asymmetric dithiaalkanes, R-S-(CH2)3-S-R' (RR' = BzPh, BzCy, CyPh; Ph = phenyl, Cy = cyclohexyl), under experimental conditions B was regiospecific leading either to the formation of only one type of monosulfoxide (RR' = BzPh) or to the formation of both types of monosulfoxides but in different yield (RR' = BzCy and CyPh); in all cases the alkylic and less hindered sulfur atom was oxidized in preference
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