Abstract
The reaction of selenium tetrachloride with allylbenzene and allyl phenyl ether proceeds in accordance with the Markownikoff rule to give 1:2 adducts. The use of selenium tetrabromide changes the course of the reaction and leads to the production of a mixture of adducts in accordance with and counter to the Markownikoff rule, as well as products of cyclization of the intermediate monoadducts to 2-bromomethyl-2,3-dihydrobenzo[b]selenophene or 2-bromomethyl-benzo-1,4-selenoxane derivatives.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 911–913, July, 1982.
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Migalina, Y.V., Galla-Bobik, S.V., Khripak, S.M. et al. Electrophilic reactions of halides of group vi elements. 7. Reactions of allylbenzene and allyl phenyl ether with selenium tetrahalides. Chem Heterocycl Compd 18, 690–692 (1982). https://doi.org/10.1007/BF00568943
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DOI: https://doi.org/10.1007/BF00568943