2-Nitrobenzenesulfinyl chloride

Treatment of 2-nitrobenzenesulfinyl chloride with excess KO2 at —25 °C in CH3CN generates in situ 2-nitrobenzenesulfinylperoxy intermediate, which was successively applied... 

Oxidation of a snlfide to sulfoxide is known to be an electrophilic reaction, in contrast with nncleophUic oxidation of sulfoxide to sulfone. Since 2-nitrobenzenesulfinyl chloride/KOi oxidizes sulfides to sulfoxides selectively, intermediate 48 must be the actual active intermediate. Moreover, in the presence of l,4-diazabicyclo[2.2.2.]octane (DABCO), which is a radical capturing reagent, the oxidation of methyl phenyl sulfide to the sulfoxide was inhibited. In order to further detect the intermediate 48, pure 5,5-dimethyl-l-pyrroUne-l-oxide (DMPO) was used as a trapping reagent and spin adduct was obtained. The ESR spectrum of the DMPO spin adduct was obtained by the reaction of 02 with 2-nitrobenzenesulfinyl chloride (hyperfine coupling constants, aH = 10.0 G and aN = 12.8 G). 

Aminonitrile 35 reacts with 2-nitrobenzenesulfinyl chloride (34a) to give 36 in 55-62% yield.31 4-Nitrobenzenesulfinyl chloride 34b reacts in a similar way.31... 

Nitrobenzenesulfinyl chloride I potassium super oxide ArS( O ) CIIKO2... 

Methylaminobenzene-l,3-bis(sulfonyl azide), 2781 4-Nitrobenzenesulfinyl azide, 2197 Palladium(II) azidodithioformate, 1011 Phenylphosphonic azide chloride, 2226 Phenylphosphonic diazide, 2277... 

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