Poisson Thomas, Gembus Vincent, Oudeyer Sylvain, Marsais Francis, Levacher Vincent
Chimie Organique, Bioorganique, Réactivité et Analyse (UMR6014), CNRS, Université et INSA de Rouen, IRCOF, BP08, F-76131Mont-Saint-Aignan Cedex, France.
J Org Chem. 2009 May 1;74(9):3516-9. doi: 10.1021/jo802763b.
The first transition-metal-free addition of alkyl nitriles to unactivated imines was developed using a catalytic combination of 4-MeOC(6)H(4)ONa and TMSCH(2)CO(2)Et to promote the reaction. The corresponding beta-amino nitriles are obtained in good to almost quantitative isolated yields under mild conditions. A mechanism involving an autocatalytic pathway is proposed on the basis of experimental observations.
利用4-甲氧基苯甲酸钠和三甲基硅基乙酸乙酯的催化组合促进反应，首次实现了未活化亚胺与烷基腈的无过渡金属加成反应。在温和条件下，可获得产率良好至几乎定量的相应β-氨基腈。基于实验观察结果，提出了一种涉及自催化途径的机理。
