Convenient Syntheses of N,N-Dialkylselenoamides and N,N,N′,N′-Tetraalkylselenoureas by Treating Terminal<i>gem</i>-Dihaloalkanes, Chloroform, or Sodium Trichloroacetate with a Base, Elemental Selenium, and Amines
Treatment of terminal gem-dihaloalkanes, chloroform, or sodium trichloroacetate with elemental selenium in the presence of NaH and an excess amount of primary or secondary amines gave selenoamides and selenoureas in modest yields.
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 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−).
Lithium aluminum hydride-based selenating reagent and preparation methods using same
申请人:Gifu University
公开号:US07033564B2
公开(公告)日:2006-04-25
A selenating reagent obtained by reacting lithium aluminum hydride with selenium powder in an organic solvent. In addition, a method for preparing a selenating reagent includes reacting lithium aluminum hydride with selenium powder in an organic solvent. Also, a method of preparing a selenium-containing product includes reacting the selenating reagent, prepared as stated, with at least one second compound which may be acyl chloride.
We investigated the scavenging effects of tertiary selenoamide compounds for super oxide radicals using a highly sensitive and quantitative chemiluminescence method. At 333 nM, tertiary selenoamide compounds scavenged 25.8-81.6% of O-2(-.).N-(Phenylselenocarbonyl) piperidine was the most effective scavenger of superoxide radicals. While N,N-diethyl-2-selenonaphthylamide and N,N-diethyl-4-chloroselenobenzamide was a moderately effective scavenger of superoxide radicals. The IC50 of N-(phenylselenocarbonyl) piperidine and N,N-diethyl-2-selenonaphthylamide were determined to be 110 and 182 nM, respectively. The results suggest that tertiary selenoamide compounds are useful scavengers of superoxide radicals. (C) 2004 Elsevier B.V. All rights reserved.