A Practical Synthesis of Tris(pyrazolyl)methylaryls

The preparation of three tris(pyrazolyl)toluidines from trifluoromethylaniline reagents is described that likely takes
advantage of (quinoidal) resonance-stabilized activation of
the C−F bonds. Subsequent transformations lead to two
additional (for a total of five new) tris(pyrazolyl)methylaryls.
This simple reaction is remarkable because only one other
tris(pyrazolyl)methylaryl has been reported previously, because it is usually very difficult to activate fluoroalkane C−F
bonds, and because of the potential scope of the reaction.