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- W2044295353 abstract "Abstract The introduction of a Cl atom usually takes place at a position a to the α atom of alkyl sulfones. In this paper, a new ionic chlorination method of alkyl sulfones with sulfuryl chloride in which the most noteworthy observation was exclusive or highly selective β-chlorination of diethyl sulfone or sulfolane (tetrahydrothiophene-1,1-dioxide) is described. The most successful synthetic application of this method was exemplified by the chlorination of 7-thiabicyclo[2.2.1]heptane-7,7-dioxide, which affords 2- exo - and 2- endo -chloro-7-thiabicyclo[2.2.1]heptane-7,7-dioxides, which were difficult to obtain by the radical chlorination, probably because of the undesired homolytic SO 2 C bond fission. 2- exo -Chloro-7-thiabicyclo[2.2.1]heptane-7,7-dioxide, thus obtained, was selectively reduced to give 2- exo -chloro-7-thiabicyclo[2.2.1]heptane. A mechanism for this chlorination is also discussed." @default.
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- W2044295353 date "1974-01-01" @default.
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- W2044295353 title "Direct ionic chlorination of alkyl sulfones with sulfuryl chloride" @default.
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- W2044295353 doi "https://doi.org/10.1016/s0040-4020(01)97262-x" @default.
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