Liddle Brendan J, Gardinier James R
Department of Chemistry, Marquette University, P.O. Box 1881, Milwaukee, Wisconsin 53201-1881, USA.
J Org Chem. 2007 Dec 7;72(25):9794-7. doi: 10.1021/jo701924w. Epub 2007 Nov 10.
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.
本文描述了由三氟甲基苯胺试剂制备三种三（吡唑基）甲苯胺的方法，该方法可能利用了（醌式）共振稳定的C-F键活化作用。后续转化产生了另外两种（总共五种新的）三（吡唑基）甲基芳基化合物。这个简单的反应很引人注目，因为此前仅报道过一种三（吡唑基）甲基芳基化合物，因为通常很难活化氟代烷烃的C-F键，还因为该反应具有潜在的应用范围。
