Copper(II)-catalyzed aminohydroxylation of furan derivatives

ORGN 485

Tehshik P. Yoon, tyoon@chem.wisc.edu and Tamas Benkovics, tamasb@chem.wisc.edu. Department of Chemistry, University of Wisconsin-Madison, 1101 University Ave., Madison, WI 53706
Our group has recently developed a novel copper(II)-catalyzed oxaziridine-mediated aminohydroxylation of alkenes. In this presentation, we describe the extension of our methodology to electron-rich aromatic heterocycles. Aminohydroxylation of benzofuran, for example, proceeds in 82% yield to give a single regioisomeric aminal product. The full scope of aminohydroxylation reaction of furan derivatives will be presented. Development of this methodology would offer rapid synthetic access to biologically important molecules such as aminonucleosides.