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  • Title: Radical aminomethylation of imines.
    Author: Fujii S, Konishi T, Matsumoto Y, Yamaoka Y, Takasu K, Yamada K.
    Journal: J Org Chem; 2014 Sep 05; 79(17):8128-33. PubMed ID: 25101967.
    Abstract:
    Taking advantage of the high level of performance of N-alkoxycarbonyl-imines, we achieved the first example of addition of the aminomethyl radical to imine. The reaction efficiency depended on the structure of the radical precursor, whether it is an iodide or a xanthate, and an electron-withdrawing group on the nitrogen atom of the radical. This reaction allows direct introduction of an N-substituted aminomethyl group onto imine to provide 1,2-diamine as well as the short-step synthesis of ICI-199,441.
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