Convenient synthesis of symmetrical diketosulfides from enolizable ketones using [hydroxy(tosyloxy)iodo]benzene and na₂S ⋅ 9H₂O

Synthesis of Thioethers Using Triethylamine-Activated Phosphorus Decasulfide (P4S10)

“…The product was purified by column chromatography over silica gel (n-hexane-EtOAc). The NMR data of 2a-d 30 and 2f-j [31][32][33][34][35] align well with the corresponding literature values.…”

“…37.6, 128.6, 128.7, 133.5, 135.3, 194.2. 2-[2-(4-methoxyphenyl)-2-oxo-ethylsulfanyl]ethanone (2b) 30 Pale yellow solid; yield: 102 mg (66%; Table 2, entry 1). 37.4, 55.4, 113.8, 128.3, 130.9, 163.8, 192.9.…”

“…37.4, 55.4, 113.8, 128.3, 130.9, 163.8, 192.9. Bromophenyl)-2-[2-(4-bromophenyl)-2-oxoethylsulfanyl]ethanone (2c) 30 White solid; yield: 115 mg (71%; Table 2, entry 2). 37.4, 128.9, 130.1, 132.1, 134.0, 193.0.…”

[Hydroxy(tosyloxy)iodo]benzene: A Tosyloxylating Agent with Selectivity for Ketones in the Reactions with Benzalacetones

“…[1][2][3][4] The functionalization of carbonyl compounds at a-carbon represents the most typical reaction of HTIB, that is, to introduce the tosyloxenium ion directly onto carbon. [5][6][7][8][9][10][11][12][13] Another important reaction of HTIB is the stereospecific ditosyloxylation of olefinic compounds, including chalcones. [14] For several years, we have been carrying out research on the use of HTIB in functionalization of carbonyl compounds.…”