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

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 r...

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Bibliographic Details
Published in:Bulletin of the Chemical Society of Japan 1996-08, Vol.69 (8), p.2235-2242
Main Authors: Shimada, Kazuaki, Yamaguchi, Minoru, Sasaki, Tohru, Ohnishi, Kenji, Takikawa, Yuji
Format: Article
Language:English
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Summary: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−).
ISSN:0009-2673
1348-0634
DOI:10.1246/bcsj.69.2235