This work was supported by UPMC, CNRS, MRES, IUF, ANR (grant BLAN 06-2_159258, allene), and CRIHAN (project 2006-013).
Silver and Brønsted Acid Catalyzed Nazarov-Type Cyclizations To Generate Benzofulvenes†
Article first published online: 13 OCT 2009
Copyright © 2009 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 48, Issue 46, pages 8757–8760, November 2, 2009
How to Cite
Cordier, P., Aubert, C., Malacria, M., Lacôte, E. and Gandon, V. (2009), Silver and Brønsted Acid Catalyzed Nazarov-Type Cyclizations To Generate Benzofulvenes. Angew. Chem. Int. Ed., 48: 8757–8760. doi: 10.1002/anie.200903675
- Issue published online: 28 OCT 2009
- Article first published online: 13 OCT 2009
- Manuscript Revised: 22 SEP 2009
- Manuscript Received: 5 JUL 2009
- ANR. Grant Number: BLAN 06-2_159258
- CRIHAN. Grant Number: 2006-013
- Nazarov cyclization;
Easy as pie: Expedient access to aryl-substituted benzofulvenes is described. α-Hydroxyallenes 1 that bear two aryl groups at C1 (red circle) are directly transformed into these products at room temperature by using silver triflate as a catalyst or Brønsted acids. The transformation involves dealkoxylation and subsequent 4π electrocyclization (Nazarov reaction).