- Reactions of Phosphonate Carbanions with Selenium or Sulfur in the Presence of Amines. Synthesis of Seleno- and Thioamides
-
The reaction of phosphonate carbanions with elemental selenium in the presence of amines afforded the corresponding selenoamides in moderate yields.The reaction of these anions with sulfur also gave thioamides.These reactions might proceed through thio- or selenoaldehyde intermediates.
- Okuma, Kentaro,Ikari, Koumei,Ohta, Hiroshi
-
-
Read Online
- Tertiary selenoamide compounds are useful superoxide radical scavengers in vitro
-
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 O2-/su
- Takahashi, Hitoe,Nishina, Atsuyoshi,Kimura, Hirokazu,Motoki, Kenji,Koketsu, Mamoru,Ishihara, Hideharu
-
-
Read Online
- Facile conversion of amides and lactams to selenoamides and selenolactams using tetraethylammonium tetraselenotungstate
-
Chloroiminium salts generated in situ from amides and lactams using (COCl)2 or POCl3 react very readily with the new selenium transfer reagent, tetraethylammonium tetraselenotungstate, (Et 4N)2WSe4, 1
- Saravanan, Vadivelu,Mukherjee, Chandan,Das, Saibal,Chandrasekaran, Srinivasan
-
-
Read Online
- Copper(0)-induced deselenative insertion of N,N-disubstituted selenoamides into acetylenic C-H bond leading to propargylamines
-
Upon heating at 110 °C in the presence of copper(0) powder, terminal acetylenes undergo a novel deselenative C-H bond insertion reaction of N,N-disubstituted selenoamides, affording the corresponding propargylamines in good to excellent yields, selectivel
- Mitamura, Takenori,Ogawa, Akiya
-
supporting information; experimental part
p. 2045 - 2048
(2009/10/24)
-
- Copper(0)-induced aminocyclopropanation of olefins via deselenation of N,N-disubstituted aromatic selenoamides
-
Upon heating of a mixture of N,N-disubstituted aromatic selenoamides and several electron-deficient olefins in the presence of copper(0) powder, a novel deselenative cyclopropanation takes place to afford the corresponding aminocyclopropanes in good yields. When acrylonitrile is employed as an electron-deficient olefin, the aminocyclopentanation occurs in preference to the aminocyclopropanation by prolonging the reaction time. The obtained aminocyclopropane derivatives can be converted to the corresponding 1,4-dicarbonyl compounds upon treatment with 2 N HCl.
- Mitamura, Takenori,Nomoto, Akihiro,Sonoda, Motohiro,Ogawa, Akiya
-
experimental part
p. 9983 - 9988
(2009/04/03)
-
- Facile synthesis of N,N-dialkylselenoamides from amides
-
The synthesis of the N,N-dialkylselenoamides from amides was discussed. These selenoamides were chlorinated with oxalyl chloride and then they were allowed to react with LiAlHSeH to afford the corresponding N,N-dialkylamides in moderate to good yields. Af
- Koketsu, Mamoru,Okayama, Yoshihiro,Aoki, Hiroshi,Ishihara, Hideharu
-
p. 195 - 198
(2007/10/03)
-
- 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-).
- Shimada, Kazuaki,Yamaguchi, Minoru,Sasaki, Tohru,Ohnishi, Kenji,Takikawa, Yuji
-
p. 2235 - 2242
(2007/10/03)
-
- A new synthetic method for N-mono- and N,N-disubstituted selenoamides
-
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
-
p. 2617 - 2623
(2007/10/03)
-
- 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
-
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
-
p. 2105 - 2108
(2007/10/02)
-
- Synthesis Utilizing Reducing Ability of Carbon Monoxide. New Methods for Synthesis of N-Substituted Selenoamides
-
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
-
p. 1448 - 1451
(2007/10/02)
-