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Synfacts 2009(6): 0657-0657  
DOI: 10.1055/s-0029-1216688
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Alkylation of Nitrones in Water: Synthesis of Amines and Hydroxylamines

Contributor(s): Paul Knochel, Andreas J. Wagner
Y.-S. Yang, Z.-L. Shen, T.-P. Loh*
Nanyang Technological University, Singapore
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Publication History

Publication Date:
25 May 2009 (online)

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Significance

This indium (zinc)-copper-mediated Barbier-type alkylation of nitrones is reported to give secondary amines or hydroxylamines, depending on the use of indium or zinc metal, respectively. The products are obtained in good yields enabling a straightforward synthesis of a large library of amines or hydroxylamines. The reaction setup is simple and attractive for an eventual scale-up.