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Mechanism Study of Copper-Mediated One-Pot Reductive Amination of Aryl Halides Using Trimethylsilyl Azide

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posted on 2016-02-18, 20:45 authored by Toshihide Maejima, Moriatsu Ueda, Jun Nakano, Yoshinari Sawama, Yasunari Monguchi, Hironao Sajiki
Reaction mechanisms of the copper-mediated amination of aryl halides with trimethylsilyl azide (TMSN3) were analyzed on the basis of the time-course study using reaction monitoring FT-IR, trapping an intermediary aryl azide by the Huisgen reaction, and the analysis of the generated N2 gas during the reaction. This amination would proceed through multiple pathways via aryl radicals and copper­(I) azide.

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