Abstract
Arylation reactions of NH-heterocycles [specifically, pyrazole, 3-(trifluoromethyl)pyrazole, imidazole and pyrrole] with 2,4-difluoroiodobenzene in the absence and presence of copper catalysis are described. The combination of fluoro and iodo substituents in the same aryl substrate has facilitated both S NAr reactions at the C–F bonds and copper-catalysed Ullmann-type coupling reactions at the C–I bond. Products arising from regioselective reactions and multiple substitutions have been isolated, providing a range of new N-arylated pyrazole, imidazole and pyrrole derivatives.
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