Palladium-catalyzed direct, mono-selective C-H ortho-arylation of 3,5-dimethyl-1-aryl-1<i>H</i>-pyrazoles with aryl iodides has been achieved. The 3,5-dimetylpyrazole used as a monodentate directing group was transformed into acetamide by an ozonolysis. Furthermore, the resulting ortho-arylated acetanilide was utilized for the preparation of unsymmetrical diarylaniline derivatives by palladium-catalyzed direct C-H arylation.

Synthesis of unsymmetrical 2,6-diarylaniline derivatives

255th National Meeting (2018)

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