Revisiting Iodine-mediated N-tert-Butoxycarbonylation of Amines
Ponugubati R. K. Murthia, Gondrala P. Kumar, Dandela Rambabua, Mandava V. B. Rao and Manojit PalAffiliation:
Dr. Reddy's Institute of Life Sciences, University of Hyderabad Campus, Hyderabad-500 046, India.
AbstractRevisiting the iodine mediated N-Boc (N-tert-butoxycarbonyl) protection of amines revealed that the reaction can be performed using a lower quantity of iodine as a catalyst within a shorter reaction time. In addition to various aliphatic and aromatic amines the reaction was found to be equally effective and selective for the N-Boc protection of amino acid, guanidine, thiourea and N-(diaminomethylene)-1,1,1-trifluoromethanesulfonamide. The operational simplicity, high yield, mild and solvent free nature are the other features of this process. In addition to reassessing the reported reaction conditions and duration our study also demonstrates the further generality and versatility of this process.
Amine, Catalysis, Iodine, Protecting group.
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