477531-76-3Relevant academic research and scientific papers
Redox-neutral α-cyanation of amines
Ma, Longle,Chen, Weijie,Seidel, Daniel
, p. 15305 - 15308 (2012/10/29)
α-Aminonitriles inaccessible by traditional Strecker chemistry are obtained in redox-neutral fashion by direct amine α-cyanation/N-alkylation or alternatively, α-aminonitrile isomerization. These unprecedented transformations are catalyzed by simple carboxylic acids.
The decarboxylative strecker reaction
Das, Deepankar,Richers, Matthew T.,Ma, Longle,Seidel, Daniel
supporting information; experimental part, p. 6584 - 6587 (2012/01/19)
α-Amino acids react with aldehydes in the presence of a cyanide source to form α-amino nitriles in what can be considered a decarboxylative variant of the classical Strecker reaction. This unprecedented transformation does not require the use of a metal catalyst and provides facile access to valuable α-amino nitriles that are inaccessible by traditional Strecker chemistry.
A New and Practical Procedure for the Bruylants Reaction. Zinc-Mediated Synthesis of Tertiary Homoallylamines and β-Aminoesters
Bernardi, Luca,Bonini, Bianca F.,Capitò, Elena,Dessole, Gabriella,Fochi, Mariafrancesca,Comes-Franchini, Mauro,Ricci, Alfredo
, p. 1778 - 1782 (2007/10/03)
N,N-Disubstituted α-aminonitriles undergo Bruylants reaction under Barbier and Reformatsky conditions with activated halides, in the presence of zinc and 10 mol% HOAc. The high yields and the simple operational conditions make this reaction an appealing, approach to N,N-disubstituted homoallylamines and β-aminoesters.
Bis(dialkylamino)cyanoboranes: Highly efficient reagents for the Strecker-type aminative cyanation of aldehydes and ketones
Suginome, Michinori,Yamamoto, Akihiko,Ito, Yoshihiko
, p. 1392 - 1393 (2007/10/03)
a-Dialkylamino nitriles are formed in excellent yields in the reactions of bis(dialkylamino)cyanoboranes with a wide array of carbonyl compounds.
