The Journal of Organic Chemistry

Photoreactions of isoindoline-1-thiones with alkenes: Unusual formation of tricyclic isoindolines

T Nishio, N Okuda

文献索引：Nishio, Takehiko; Okuda, Norikazu Journal of Organic Chemistry, 1992 , vol. 57, # 14 p. 4000 - 4005

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被引用次数: 26

摘要

Photochemical cycloaddition reactions of cyclic thioamides and alkenes have been examined. Irradiation of 2-arylisoindoline-1-thiones 1 in the presence of alkenes 2 gave the unexpected tricyclic isoindolines 3-18. The formation of tricyclic isoindolines can best be explained in terms of the intermediacy of aminospirothietane 27, formed by [2+ 21 photocycloaddition of the CS double bond of 1 to the C= C double bond of 2. Ring ...