99840-51-4Relevant academic research and scientific papers
Catalyst-free Strecker reaction in water: A simple and efficient protocol using acetone cyanohydrin as cyanide source
Galletti, Paola,Pori, Matteo,Giacomini, Daria
experimental part, p. 3896 - 3903 (2011/09/12)
A simple, convenient, and practical method for the synthesis of α-amino nitriles through a one-pot, three-component Strecker reaction of a carbonyl compound, amine, and acetone cyanohydrin in water has been developed. Reactions proceed very efficiently without any catalyst at room temperature with high chemoselectivity and give, in some cases, the expected α-amino nitrile pure after direct separation from water. The protocol is particularly efficient for both aliphatic and aromatic aldehydes, and cyclic ketones, in combination with primary and secondary amines. An unusual application of the Strecker reaction to 1,2-diamines to obtain 1,2-diamino nitriles, and to cyclic secondary amines is reported. Copyright
Effect of pressure on the Strecker synthesis of hindered α-aminonitriles from ketones and aromatic amines
Jenner, Gérard,Salem, Ridha Ben,Kim, Jong Chul,Matsumoto, Kiyoshi
, p. 447 - 449 (2007/10/03)
The effect of high pressure is examined in Strecker reactions involving ketones, amines and trimethylsilyl cyanide. This effect is small when moderately hindered reactants are involved. However, in the case of aniline and N-methylaniline, the sensitivity of the reaction to pressure increases with increasing steric bulk of the alkyl groups of the ketone. The results confirm the merit of pressure activation as sterically demanding reactions are subject to higher pressure acceleration than their unhindered analogs.
A FAST N-SUBSTITUTED α-AMINONITRILE SYNTHESIS
Mai, Khuong,Patil, Ghanshyam
, p. 157 - 164 (2007/10/02)
A series of α-aminonitriles bearing various functionalities was prepared by reacting a neat mixture of an aldehyde or ketone, an amine and trimethylsilyl cyanide.The reaction was essentially complete in 5 minutes.
