Azafulvenes. 8. Cycloaddition reaction of 8-azaheptafulvene to sulfene.
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概要
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Peri- and stereoselective cycloadducts were obtained from the reactions of 8-aryl-8-azaheptafulvenes with some sulfenes. 8-Aryl-8-azaheptafulvenes reacted with phenylsulfene to give <I>cis</I> [8+2] cycloadducts as the sole products which would have resulted either from the endo approach or <I>via</I> the endo intermediate of the two reagents. On the other hand, with benzoylsulfene <I>trans</I> [8+2] cycloadducts were isolated. The formation of the latter products was rationalized by considering epimerization of the initially formed <I>cis</I> adducts. The <I>cis</I> [8+2] cycloadducts to vinylsulfene did not give the <I>trans</I> isomers but the hydrogen migrated derivatives under the influence of bases. The mechanism of the above reactions is also discussed.
- 公益社団法人 日本化学会の論文
著者
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Kajigaeshi Shoji
Department Of Applied Chemistry And Chemical Engineering Faculty Of Engineering Yamaguchi University
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Kanemasa Shuji
Department of Industrial Chemistry, Faculty of Engineering, Yamaguchi University
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Iwasaki Takahiko
Department of Industrial Chemistry, Faculty of Engineering, Yamaguchi University
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