title: Late Stage Azidation of Complex Molecules.
abstract: Selective functionalization of complex scaffolds is a promising approach to alter the pharmacological profiles of natural products and their derivatives. We report the site-selective azidation of benzylic and aliphatic C-H bonds in complex molecules catalyzed by the combination of Fe(OAc)2and a PyBox ligand. The same system also catalyzes the trifluoromethyl azidation of olefins to form derivatives of natural products containing both fluorine atoms and azides. In general, both reactions tolerate a wide range of functional groups and occur with predictable regioselectivity. Azides obtained by functionalization of C-H and C=C bonds were converted to the corresponding amines, amides, and triazoles, thus providing a wide variety of nitrogen-containing complex molecules.
authors: Department of Chemistry, University of California at Berkeley , Berkeley, California 94720, United States.
authors: Rashad R
authors: RR
authors: Karimov
authors: Department of Chemistry, University of California at Berkeley , Berkeley, California 94720, United States.
authors: Ankit
authors: A
authors: Sharma
authors: Department of Chemistry, University of California at Berkeley , Berkeley, California 94720, United States.
authors: John F
authors: JF
authors: Hartwig