Journal of Organic Chemistry

Periselective addition of nitrile sulfides, nitrile oxides and diphenyldiazomethane to tetracyanoethylene

JE Franz, RK Howe, HK Pearl

文献索引：Franz,J.E. et al. Journal of Organic Chemistry, 1976 , vol. 41, p. 620 - 626

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被引用次数: 22

摘要

Nitrile sulfides and nitrile oxides underwent periselective 1, 3-dipolar addition to the nitrile functions of tetracyanoethylene to form mono and bis thiadiazole and oxadiazole derivatives, respectively. Solvolysis reactions of the thiadiazoles and oxadiazoles were investigated. Diphenyldiazomethane added selectively to the carbon-carbon double bond of tetracyanoethylene to form l, l-diphenyl-2, 2, 3, 3-tetracyanocyclopropane in high yield.