We acknowledge the Carlsberg Foundation (Denmark) for a postdoctoral fellowship (to F.D.) and the Australian Research Council and NHMRC for fellowships (to D.P.F.).
Catalyst-Free N-Arylation Using Unactivated Fluorobenzenes†
Article first published online: 2 JUL 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 32, pages 8012–8016, August 6, 2012
How to Cite
Diness, F. and Fairlie, D. P. (2012), Catalyst-Free N-Arylation Using Unactivated Fluorobenzenes. Angew. Chem. Int. Ed., 51: 8012–8016. doi: 10.1002/anie.201202149
- Issue published online: 1 AUG 2012
- Article first published online: 2 JUL 2012
- Manuscript Revised: 18 MAY 2012
- Manuscript Received: 18 MAR 2012
- aromatic substitution;
- microwave chemistry;
- nucleophilic substitution
Caught in a ‘SNAr'e: A one-step, high-yielding, catalyst-free method is described for N-arylation of azoles and indoles from unactivated monofluorobenzenes. This SNAr reaction tolerates a wide range of substituents and can also generate halogenated N-aryl products. The reaction can also be performed simultaneously with or subsequent to a copper- or palladium-catalyzed cross-coupling reaction in the same pot.