The Double Cycloaddition of Disulfene and Its Related Reactions
作者:Koji Hirai、Niichiro Tokura
DOI:10.1246/bcsj.43.488
日期:1970.2
The reactions of methanedisulfonyl chloride (II) with ketene diethylacetal (III), 1 -morpholinocyclohexene (IV), and 1-piperidinopropene (V) in the presence of triethylamine were studied. The products obtained were the double cycloadduct, spiro bithietane tetroxide (VI), and the substitution products (X and XV). These findings suggest that triethylamine dehydrochlorinates methanedisulfonyl chloride to produce disulfene. However, as yet we cannot say whether the formation of disulfene is the one-step dechydrochlorination mechanism (ClSO2CH2SO2Cl → SO2=C=OS2) or the two-step one (ClSO2CH2SO2Cl → ClSO2CH=SO2 → SO2=C-SO2).