title: A metal-free amination of benzoxazoles--the first example of an iodide-catalyzed oxidative amination of heteroarenes.
abstract: An efficient transition-metal-free amination of benzoxazoles has been developed. With catalytic amounts of tetrabutylammoniumiodide (TBAI), aqueous solutions of H(2)O(2) or TBHP as co-oxidant and under mild reaction conditions, highly desirable 2-aminobenzoxazoles were isolated in excellent yields of up to 93%. First mechanistic experiments indicate the in situ iodination of the secondary amine as the putative mode of activation.
authors.affiliation: Institut für Organische Chemie, Eberhard Karls Universität Tübingen, Auf der Morgenstelle 18, 72076 Tübingen, Germany.
authors.forename: Tanja
authors.initials: T
authors.lastname: Froehr
authors.forename: Christian P
authors.initials: CP
authors.lastname: Sindlinger
authors.forename: Ulrich
authors.initials: U
authors.lastname: Kloeckner
authors.forename: Peter
authors.initials: P
authors.lastname: Finkbeiner
authors.forename: Boris J
authors.initials: BJ
authors.lastname: Nachtsheim