Bulletin of the Chemical Society of Japan p. 1448 - 1451 (1985)
Update date:2022-08-04
Topics:
Ogawa, Akiya
Miyake, Jun-ichi
Kambe, Nobuaki
Murai, Shinji
Sonoda, Noboru
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.
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