1990
DOI: 10.1016/s0040-4039(00)97790-6
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Efficicient, high yield, oxidation of thiols and selenols to disulphides and diselenides

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Cited by 156 publications
(50 citation statements)
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“…Aniline 5 was generated by the treatment of 4 with sodium azide and was subsequently converted to thiophenol 6 via diazonium salt formation followed by reaction with potassium ethyl xanthate 3 . Disulfide 7 was formed by the oxidation of thiophenol 6 using sodium perborate 4 . An impurity was present that co-eluted with the disulfide during column chromatography}the impure disulfide was used in the subsequent reaction and the impurity was removed at a later stage by column chromatography.…”
Section: Resultsmentioning
confidence: 99%
“…Aniline 5 was generated by the treatment of 4 with sodium azide and was subsequently converted to thiophenol 6 via diazonium salt formation followed by reaction with potassium ethyl xanthate 3 . Disulfide 7 was formed by the oxidation of thiophenol 6 using sodium perborate 4 . An impurity was present that co-eluted with the disulfide during column chromatography}the impure disulfide was used in the subsequent reaction and the impurity was removed at a later stage by column chromatography.…”
Section: Resultsmentioning
confidence: 99%
“…Thus, the treatment of 1 with a suspension of NaH in THF followed by reaction with (Boc) 2 O [3] generated a compound characterized by 1 H NMR as the pyrrolidinone 2. The substance 2 was partially converted to a product identified by 1 H NMR as the thiophenoxylactam 3, as result of alpha deprotonation of the carbamate of 2 with LDA solution [4], followed by nucleophilic substitution of the generated lithium enolate with diphenyl disulfide [5]. At the 1 H NMR spectrum of 3, signals were detected relative to two isomers in the proportion (10 : 1) measured by integrals relative to methyls of the groups tert-butoxycarbonyl at δ 1.52 (major isomer) and δ 1.43 (minor isomer).…”
Section: Reactions Of Enolates Derived From 2-pyrrolidinone and N-termentioning
confidence: 99%
“…A number of methods for this conversion, such as potassium dichromate [1], I 2 /HI [2], sodium perborate [3], and nitric oxide [4], have been used. Most of these procedures suffer from drawbacks, such as generation of undesirable waste materials, low selectivity, over-oxidation, and low yield.…”
Section: Introductionmentioning
confidence: 99%