1987
DOI: 10.1055/s-1987-28018
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Chemoselektive Methode zur Herstellung von Phenyl-sulfoxiden durch Oxidation von Phenyl-sulfiden mit 2-Hydroperoxy-2-methoxypropan

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Cited by 6 publications
(3 citation statements)
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“…Thus, the thiol 14 was converted into the methylthio-and tert-butylthio substituted complexes 24 and 25 uia the methyl and tert-butyl sulfides 9 and 10. Dimethyldioxirane oxidation of the methylthio substituted complex 24 gave a product dominated by diastereoisomer Y (26x:26y = 10:90) whilst oxidation of the tert-butylthio substituted complex 25 gave a product dominated by diastereoisomer X (27x : 27y 3 98 : 2). Complexes 26y and 27x were isolated in 78 and 92% yield, respectively, and fully characterised.…”
Section: ' Imentioning
confidence: 99%
“…Thus, the thiol 14 was converted into the methylthio-and tert-butylthio substituted complexes 24 and 25 uia the methyl and tert-butyl sulfides 9 and 10. Dimethyldioxirane oxidation of the methylthio substituted complex 24 gave a product dominated by diastereoisomer Y (26x:26y = 10:90) whilst oxidation of the tert-butylthio substituted complex 25 gave a product dominated by diastereoisomer X (27x : 27y 3 98 : 2). Complexes 26y and 27x were isolated in 78 and 92% yield, respectively, and fully characterised.…”
Section: ' Imentioning
confidence: 99%
“…Purification of the residue by HPLC afforded the corresponding α-phenylselenated product. The product was characterized by comparing its spectral date with those of authentic samples ( 3a [ 32 ], 3b [ 33 ], and 3c [ 34 ]). The structures of the product were assigned by their 1 H- and 13 C-NMR, IR, and Mass spectra.…”
Section: Methodsmentioning
confidence: 99%
“…However, impediments still exist in the area of sulfoxide preparations. Sulfinate anion precursors are still synthesized by the preparation and oxidation of the corresponding sulfides, whereas radical processes have not yet provided an accessible route to simple sulfoxides. Considering the main challenges, especially the availability and unpleasant odor of thiol materials, it would be quite promising to develop a method for sulfoxide synthesis that does not include thiol and sulfide intermediates that could realize step efficiency and the pleasure of chemists.…”
mentioning
confidence: 99%