Iron-Catalyzed Intramolecular C(sp(2))-H Amination

Isabel T Alt; Bernd Plietker

doi:10.1002/anie.201510045

Iron-Catalyzed Intramolecular C(sp(2))-H Amination

Angew Chem Int Ed Engl. 2016 Jan 22;55(4):1519-22. doi: 10.1002/anie.201510045. Epub 2015 Dec 9.

Authors

Isabel T Alt¹, Bernd Plietker²

Affiliations

¹ Institut für Organische Chemie, Universität Stuttgart, Pfaffenwaldring 55, 70569, Stuttgart, Germany.
² Institut für Organische Chemie, Universität Stuttgart, Pfaffenwaldring 55, 70569, Stuttgart, Germany. bernd.plietker@oc.uni-stuttgart.de.

PMID: 26663257
DOI: 10.1002/anie.201510045

Abstract

The nucleophilic iron complex Bu4N[Fe(CO)3(NO)] (TBA[Fe]) catalyzes the direct intramolecular C-H amination of α-azidobiaryls and (azidoaryl)alkenes into the corresponding carbazoles and indoles, respectively, under mild conditions and with low catalyst loadings. These features and the broad functional-group tolerance render this method a particularly attractive alternative to established noble-metal-based procedures.

Keywords: azides; carbazoles; homogeneous catalysis; indoles; iron.

Publication types

Research Support, Non-U.S. Gov't