A Willgerodt-Kindler Type Selenation of Dihalomethane Derivatives, Chloroform, and Sodium Trichloroacetate by Treating with a Base, Elemental Selenium, and an Amine.

  • Shimada Kazuaki
    Department of Applied Chemistry and Molecular Science, Faculty of Engineering, Iwate University
  • Yamaguchi Minoru
    Department of Applied Chemistry and Molecular Science, Faculty of Engineering, Iwate University
  • Sasaki Tohru
    Department of Applied Chemistry and Molecular Science, Faculty of Engineering, Iwate University
  • Ohnishi Kenji
    Department of Applied Chemistry and Molecular Science, Faculty of Engineering, Iwate University
  • Takikawa Yuji
    Department of Applied Chemistry and Molecular Science, Faculty of Engineering, Iwate University

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  • Willgerodt Kindler Type Selenation of D

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Abstract

Treatment of dihalomethane derivatives, chloroform, or sodium trichloroacetate with elemental selenium in the presence of NaH and an excess amount of an amine gave the corresponding selenoamides, selenoureas, and bis(selenocarbamoyl) triselenides in modest yields. These products were afforded from reactive intermediates related to “selenocarbonyl halides” and “selenophosgenoids” generated by the reaction of dichloromethanide ions and trichloromethanide ion with N-alkylated aminopolyselenide species (R2N–(Se)n).

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