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Synlett 2001; 2001(5): 0643-0645
DOI: 10.1055/s-2001-13378
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Reductive Monoalkylation of Aromatic Amines via Amidine Intermediates

Jianxing Zhang* , Hui-Min Chang, Robert R. Kane
  • *Department of Chemistry and Biochemistry and the Center for Drug Discovery, Baylor University, Waco, TX 76798, USA; Fax (254)710-4628; E-mail: bob kane@baylor.edu
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Publikationsdatum:
31. Dezember 2001 (online)

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The convenience and efficiency of using amidines as intermediates in the reductive monoalkylation of aromatic amines has been demonstrated. This monoalkylation can be performed as either a two-step synthesis or a one-pot procedure. Several examples are presented which clearly demonstrate the utility of this new method for the methylation or ethylation of aromatic amines, including unprotected nucleosides.

amidine - amine - monoalkylation - nucleoside - adenosine - cytidine