Ruthenium(II) porphyrin-catalyzed amidation of aromatic heterocycles

Organic Letters
Ling HeChi-Ming Che

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.

Citations

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