Reaction of benzeneseleninyl chloride with olefins in the presence of a lewis acid. A novel one step vinylic chlorination.

N Kamigata, T Satoh, M Yoshida

Index: Kamigata, Nobumasa; Satoh, Takeshi; Yoshida, Masato Bulletin of the Chemical Society of Japan, 1988 , vol. 61, p. 449 - 454

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Citation Number: 30

Abstract

In the presence of aluminum chloride benzeneseleninyl chloride was found to be an excellent vinylic chlorinating reagent of olefins under mild conditions. However, such olefins as styrene, trans-stilbene, and trans-1-phenylpropene afforded dichloro adducts under similar conditions. A plausible reaction mechanism involving positive chlorine intermediate is proposed.

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