Ruthenium(II) porphyrin-catalyzed amidation of aromatic heterocycles |
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| Authors: | He Ling Chan Philip Wai Hong Tsui Wai-Man Yu Wing-Yiu Che Chi-Ming |
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| Affiliation: | Department of Chemistry and Open Laboratory of Chemical Biology of the Institute of Molecular Technology for Drug Discovery and Synthesis, The University of Hong Kong, Pokfulam Road, Hong Kong, P. R. China. |
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| Abstract: | [reaction: see text] Ruthenium(II) porphyrin-catalyzed amidation of aromatic heterocycles with iminoiodanes under mild conditions (CH(2)Cl(2), 4 A molecular sieves, ultrasound, 40 degrees C) was achieved in moderate to good yields (up to 84%) and conversions (up to 99%). Only the N,N-ditosylamidated product was obtained for reactions involving heteroarenes, where X = O, S, or NTs. N-Alkyl- and N-aryl-substituted pyrroles, on the other hand, were shown to give the 3,4-diaminated adduct. |
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