The Preparation and Reactions of Benzoylnitrile Oxide from Dimethylphenacylsulfonium Bromide

Y Otsuji, Y Tsujii, A Yoshida, E Imoto

文献索引：Otsuji,Y. et al. Bulletin of the Chemical Society of Japan, 1971 , vol. 44, # 1 p. 223 - 226

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被引用次数: 29

摘要

The nitrosation of dimethylphenacylsulfonium bromide (I) with sodium nitrite and hydrochloric acid in water gave 3, 4-dibenzoyl-1, 2, 5-oxadiazole 2-oxide (II) in a 76% yield. The nitrosation of I in a similar manner in 1: 1 dioxane-water afforded ω-chloro-ω- isonitrosoacetophenone (III) in an 80% yield. The treatment of III with triethylamine produced II through benzoylnitrile oxide (IX). 1, 3-Dipolar cycloadditions of IX generated from III were ...