The reactions of aryldiazomethanes with sulfur dioxide in the presence of enamines.
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概要
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The reactions of several arydiazomethanes with sulfur dioxide in the presence of 2-methyl-1-morpholinopropene gave cyclic sulfones, thietane 1,1-dioxides, indicating the existence of sulfene as a reaction intermediate. The stereoselectivity of the sulfene-enamine cycloaddition showed that the less thermodynamically stable <I>cis</I> orientation was generally preferred. On the other hand, the reactions in the presence of 1-morpholinocyclohexene, which has a labile proton β to the morpholino moiety, afforded acyclic or cyclic sulfones, depending on the substituents of diazomethanes. The mechanism of these reactions is discussed.
- 公益社団法人 日本化学会の論文
著者
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NAGAI Toshikazu
Institute of Chemistry, College of General Education, Osaka University
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Nagai Toshikazu
Institute Of Chemistry College Of General Education Osaka University
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Tanabe Toyoshige
Institute of Chemistry, College of General Education, Osaka University
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