21595-58-4Relevant academic research and scientific papers
A convenient synthesis of selenocarboxamides from nitriles
Kaminski,Glass,Skowronska
, p. 1308 - 1310 (2001)
Aromatic and aliphatic nitriles can be conveniently converted into the corresponding selenocarboxamides with monoselenophosphate in aqueous alcohol in 50-94% yield.
Synthesis of 1,3-selenazoles and bis(selenazoles) from primary selenocarboxylic amides and selenourea
Geisler, Karlheinz,Pfeiffer, Wolf-Diethard,Kuenzler, Andreas,Below, Harald,Bulka, Ehrenfried,Langer, Peter
, p. 875 - 884 (2007/10/03)
The reaction of nitriles with P2Se5 in the presence of EtOH-H2O afforded primary selenocarboxylic amides. The cyclization of these compounds with α-halo ketones afforded a variety of functionalized 1,3-selenazoles. The use of P2Se5 also allowed the convenient synthesis of selenocarboxylic diamides which were transformed into bis(selenazol-2-yl)alkanes ('bis-selenazoles'). A practical method for the synthesis of selenourea was developed. This useful small building block was successfully applied to the synthesis of primary 2-amino-1,3- selenazoles.
Efficient synthesis of primary selenocarboxylic amides by reaction of nitriles with phosphorous(V) selenide
Geisler, Karlheinz,Jacobs, Anke,Künzler, Andreas,Mathes, Manuela,Girrleit, Ilona,Zimmermann, Birgit,Bulka, Ehrenfried,Pfeiffer, Wolf-Diethard,Langer, Peter
, p. 1983 - 1986 (2007/10/03)
The reaction of nitriles with P2Se5 in the presence of EtOH/H2O afforded a variety of primary selenocarboxylic amides.
A Novel Synthesis of Primary Selenoamides from Nitriles by the Treatment of Bis(trimethylsilyl) Selenide and BF3*OEt2
Shimada, Kazuaki,Hikage, Shigeki,Takeishi, Yoshiyuki,Takikawa, Yuji
, p. 1403 - 1406 (2007/10/02)
Reaction of nitriles with (Me3Si)2Se in the presence of BF3*OEt2 afforded the corresponding primary selenoamides in moderate yields.A selenourea and a selenothiocarbamate were also prepared in a similar manner from the corresponding cyanamide and thiocyanate.
PHOTOLYSIS OF 1,2,3-SELENADIAZOLE. FORMATION OF SELENIRENE BY SECONDARY PHOTOLYSIS OF SELENOKETENE
Harrit, Niels,Rosenkilde, Steen,Larsen, Bjarne Due,Holm, Arne
, p. 907 - 912 (2007/10/02)
Irradiation of 1,2,3-selenadiazole together with diethylamine in solution at room temperature or at 150 K gives rise to N,N-diethylselenoacetamide in near quantitative yield, an indication of the trapping of selenoketene during photolysis.Experiments with 13C-labelled selenadiazole demonstrate lack of carbon randomization in the selenoketene.This excludes selenirene as potential precursor for selenoketene.After irradiation of 1,2,3-selenodiazole in an EPA-glass or PVC-film at 77 K, carbon randomized selenoketene has been detected in up to 56percent yield by i.r. spectroscopy and 78percent yield by trapping with diethylamine; the yields are dependent on the experimental conditions.A reaction mechanism is suggested which involves reversible formation of selenirene by photolysis from selenoketene.This process does not occur in liquid solution because of the extremely small steady-state concentration of selenoketene during photolysis.
Synthesis Utilizing Reducing Ability of Carbon Monoxide. New Methods for Synthesis of N-Substituted Selenoamides
Ogawa, Akiya,Miyake, Jun-ichi,Kambe, Nobuaki,Murai, Shinji,Sonoda, Noboru
, p. 1448 - 1451 (2007/10/02)
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.
