We thank Prof. P. Dumy for his interest in our research, the Research Ministry for fellowship awards to S.C. and Y.C., and the Université Joseph Fourier and the CNRS (UMR 5616, FR 2607) for financial support.
Approach to the Blues: A Highly Flexible Route to the Azulenes†
Article first published online: 13 JUL 2005
Copyright © 2005 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 44, Issue 32, pages 5130–5133, August 12, 2005
How to Cite
Carret, S., Blanc, A., Coquerel, Y., Berthod, M., Greene, A. E. and Deprés, J.-P. (2005), Approach to the Blues: A Highly Flexible Route to the Azulenes. Angew. Chem. Int. Ed., 44: 5130–5133. doi: 10.1002/anie.200501276
- Issue published online: 8 AUG 2005
- Article first published online: 13 JUL 2005
- Manuscript Received: 12 APR 2005
- aromatic compounds;
- natural products;
- synthesis design
A palette of blues: Chlorobicyclo[5.3.0]decatrienones are readily prepared from cycloheptatrienes by cycloaddition of dichloroketene, ring expansion with a diazoalkane, and dehydrochlorination in dimethylformamide. These compounds are used as intermediates in the regiocontrolled synthesis of a wide variety of natural and nonnatural azulenes (see scheme).