Aryliminodimagnesium Reagents. X. The Mild Reagent Derived from 2-Aminopyridine and Formation of Highly Reactive Azoxypyridines in the Reaction with Nitrobenzenes

The reaction of iminodimagnesium reagent derived from 2-amino-4-methylpyridine with nitrobenzenes was examined. The relative yields of the azoxypyridine formed via condensation and the azopyridines via deoxygenation and oxidative dimerization were explained in terms of weak electron-donating ability of the reagent and the strong electron-accepting ability of the azoxypyridine.