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Reaction of Benzeneseleninyl Chloride with Olefins in the Presence of a Lewis Acid. A Novel One Step Vinylic Chlorination

  • Kamigata N
  • Satoh T
  • Yoshida M
Bulletin of the Chemical Society of Japan (1988) 61(2) 449-454
DOI: 10.1246/bcsj.61.449
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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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Kamigata, N., Satoh, T., & Yoshida, M. (1988). Reaction of Benzeneseleninyl Chloride with Olefins in the Presence of a Lewis Acid. A Novel One Step Vinylic Chlorination. Bulletin of the Chemical Society of Japan, 61(2), 449–454. https://doi.org/10.1246/bcsj.61.449

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