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Reactions of N-substituted allylacetic acid amides with selenium and tellurium tetrahalides

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The addition of selenium tetrabromide to the olefinic bond of N-substituted allylacetic acid amides (reagent molar ratio 2∶1) proceeds counter to Markownikoff's rule with the formation of tetrahydrofuran derivatives. The addition of tellurium tetrahalides under the same conditions (reagent molar ratio 1∶1) proceeds in accordance with Markownikoff's rule with the formation of tetrahydropyran derivatives.

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Literature Cited

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Communication 10 in the series “Electrophilic reactions of halides of elements of the sixth group”; see [1] for Communication 9.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 743–745, June, 1989.

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Migalina, Y.V., Sani, A.Y., Balog, I.M. et al. Reactions of N-substituted allylacetic acid amides with selenium and tellurium tetrahalides. Chem Heterocycl Compd 25, 610–612 (1989). https://doi.org/10.1007/BF00470015

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  • DOI: https://doi.org/10.1007/BF00470015

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