N-Arylation of nitrogen heterocycles with 2,4-difluoroiodobenzene |
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Authors: | Rukkiat Jitchati |
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Institution: | Department of Chemistry, Durham University, South Road, Durham DH1 3LE, UK |
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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 SNAr 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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Keywords: | Arylation Nucleophilic aromatic substitution Pyrazole Imidazole Pyrrole Copper catalysis |
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