Mild and efficient iodination of aromatic and heterocyclic compounds with the NaClO2/NaI/HCl system |
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Authors: | Liliana Lista Alessandra Napolitano Marco d'Ischia |
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Affiliation: | Department of Organic Chemistry and Biochemistry, University of Naples ‘Federico II’, Via Cintia 4, I-80126 Naples, Italy |
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Abstract: | NaClO2/NaI in the presence of HCl is a mild, cheap, and non-toxic reagent for the iodination of phenols, including estradiol and naphthol, aromatic amines, and heterocyclic substrates, e.g., indoles, 8-hydroxyquinoline, imidazole, in fair to excellent yields by a very simple isolation protocol. The scope of the procedure is exemplified by the first iodination of 5-nitroindole to 3-iodo-5-nitroindole in 75% yield. |
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Keywords: | Activated aromatic Nitrogenous heterocycles Sodium chlorite Mild iodination |
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