145134-47-0Relevant academic research and scientific papers
Product-catalyzed addition of alkyl nitriles to unactivated imines promoted by sodium aryloxide/ethyl(trimethylsilyl)acetate (ETSA) combination
Poisson, Thomas,Gembus, Vincent,Oudeyer, Sylvain,Marsais, Francis,Levacher, Vincent
supporting information; experimental part, p. 3516 - 3519 (2009/09/30)
The first transition-metal-free addition of alkyl nitriles to unactivated imines was developed using a catalytic combination of 4-MeOC6H 4ONa and TMSCH2CO2Et to promote the reaction. The corresponding β-amino ni
Electrocatalyzed Cyanomethylation of Azomethines: A New Synthesis for β-Aminonitriles
Hess, U.,Raasch, A.-K.,Schulze, M.
, p. 487 - 490 (2007/10/02)
Certain Schiff-bases (2-7) react in acetonitrile (1) at a Hg-cathode in a new electrocatalyzed cyanomethylation method in good yields without sideproducts to β-aminonitriles (2a-7a).The synthesis is initiated by an electrochemical deprotonation of 1 by azomethine-radical anions in catalytical amount to acetonitril anions (B-).During nucleophilic reaction of B- with 2-7 up to its complete consumption, the cyanomethylation synthon B- is regenerated in a cyclic, self-reproducing process.Quantum chemical calculation in context with cyanomethylation product analysis permit mechanistical insights and exact prediction of suitable azomethines and coupling position for B-.
