Transamidation of Carboxamides Catalyzed by Fe(III) and Water
Liliana Becerra-Figueroa , Andrea Ojeda-Porras and Diego Gamba-Sánchez*
*Laboratory of Organic Synthesis, Bio and Organocatalysis, Chemistry Department, Universidad de los Andes, Cra 1 No. 18A-12 Q:305, Bogotá 111711, Colombia, Email: da.gamba1361uniandes.edu.co
L. Becerra-Figueroa , A. Ojeda-Porras, D. Gamba-Sánchez, J. Org. Chem., 2014, 79, 4544-4552.
DOI: 10.1021/jo500562w (free Supporting Information)
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A highly efficient transamidation of several primary, secondary, and tertiary amides with aliphatic and aromatic amines (primary and secondary) is performed in the presence of a 5 mol % concentration of different hydrated salts of Fe(III). The methodology was also applied to urea and phthalimide to demonstrate its versatility and wide substrate scope. A plausible mechanism explains the crucial role of water.
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