電子移動触媒を用いた1,3-ジハロゲン化物からの三員環化合物の新規合成法

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  • A New Method for the Preparation of Cyclopropanes from 1, 3-Dihalides Using an Electron Transfer Catalyst

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Reductive dehalogenation of 2, 4-dichloro-2, 4-dicyano-pentane using zinc together with viologens as an electron transfer catalyst under mild conditions produced cis- and trans-1, 2-dicyano-1, 2-dimethylcyclopropane (cis: trans=84: 16) in 91% yield. The reactions of 1, 3-dibromo-1, 3-diphenylpropane and 1, 3-dichloro-1, 3-diphenylpropane under the same conditions produced the 1, 2-diphenylcyclopropane in a good yield. The reaction was assumed to proceed via two electrons transfer from zinc to the dihalides and subsequent dehalogenation.

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