jo401474k_si_001.pdf (654.11 kB)
Mechanism Study of Copper-Mediated One-Pot Reductive Amination of Aryl Halides Using Trimethylsilyl Azide
journal contribution
posted on 2016-02-18, 20:45 authored by Toshihide Maejima, Moriatsu Ueda, Jun Nakano, Yoshinari Sawama, Yasunari Monguchi, Hironao SajikiReaction 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.