The First Example of <i>ortho</i>-Arylation
of Benzamides over Pd/Mesoporous Silica: A Novel Approach for Direct
sp<sup>2</sup> C–H Bond Activation
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Abstract
Three-dimensional mesoporous silica
with a highly dispersed palladium
nanoparticles composite (PS-3) catalyst has been prepared and characterized
by X-ray diffraction, X-ray photoelectron spectroscopy, Fourier transform
infrared spectroscopy, nitrogen sorption, and high resolution transmission
electron microscopy. The PS-3 catalyst utilized for the first time
as an efficient and reusable catalyst in the <i>ortho</i>-arylation of benzamides by aryl iodides has been demonstrated with
the simplest amide CONH<sub>2</sub> as a directing group. It can be
successfully applied to various benzamides and aryl iodides with both
electron donating and withdrawing groups. The catalyst can be simply
recovered and reused several times without significant loss in catalytic
activity