- A new synthetic method for N-mono- and N,N-disubstituted selenoamides
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N-Mono and N,N-disubstituted selenoamides are synthesized in a one-pot procedure from nitriles, selenium metal and NaBH4 followed by the amine group exchange of the intermediate primary selenoamide with an amine.
- Ruan, Ming-De,Zhang, Pong-Fei,Tao, Yong,Fan, Wei-Qiang
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p. 2617 - 2623
(2007/10/03)
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- A Willgerodt-Kindler Type Selenation of Dihalomethane Derivatives, Chloroform, and Sodium Trichloroacetate by Treating with a Base, Elemental Selenium, and an Amine
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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-).
- Shimada, Kazuaki,Yamaguchi, Minoru,Sasaki, Tohru,Ohnishi, Kenji,Takikawa, Yuji
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p. 2235 - 2242
(2007/10/03)
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- Convenient Syntheses of N,N-Dialkylselenoamides and N,N,N',N'-Tetraalkylselenoureas by Treating Terminal gem-Dihaloalkanes, Chloroform , or Sodium Trichloroacetate with a Base, Elemental Selenium, and Amines
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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.
- Takikawa, Yuji,Yamaguchi, Minoru,Sasaki, Tohru,Ohnishi, Kenji,Shimada, Kazuaki
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p. 2105 - 2108
(2007/10/02)
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- Synthesis Utilizing Reducing Ability of Carbon Monoxide. New Methods for Synthesis of N-Substituted Selenoamides
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Convenient, one-pot syntheses of N-substituted selenoamides (2) from nitriles,metallic selenium, carbon monoxide, water, and amines have been developed on the basis of an amino-group-exchange reaction of in situ formed N-unsubstituted selenoamides (1) with primary or secondary amines.The reactions consist of two processes, i.e., the formation of selenoamides 1 by the reaction of nitriles and H2Se formed from selenium, carbon monoxide and water, and the subsequent amino-group-exchange reaction of 1 with aliphatic amines.The obtained 2 are generally stable enough to bekept for several weeks under the atmosphere of nitrogen at 0 deg C without any appreciable degradation.In the cases of primary amines, the corresponding selenoamides were also obtained from nitriles, selenium, carbon monoxide, and primary amines by a single-step mixing at the beginning of the reaction.
- Ogawa, Akiya,Miyake, Jun-ichi,Kambe, Nobuaki,Murai, Shinji,Sonoda, Noboru
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p. 1448 - 1451
(2007/10/02)
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