We thank the Natural Sciences and Engineering Research Council (NSERC), the Merck Frosst Centre for Therapeutic Research, and the University of Toronto for financial support. B.M. thanks the Government of Ontario for a schloraship. Y.-B.Z. thanks the Government of China for a National Graduate Student Program of Building World-Class Universities Grant. D.C. thanks NSERC for a PGS M scholarship. B.L. thanks the Swiss National Science Foundation for a postdoctoral fellowship.
Communication
Exploiting the Divergent Reactivity of Aryl–Palladium Intermediates for the Rapid Assembly of Fluorene and Phenanthrene Derivatives†
Article first published online: 28 JAN 2009
DOI: 10.1002/anie.200805780
Copyright © 2009 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Issue

Angewandte Chemie International Edition
Volume 48, Issue 10, pages 1849–1852, February 23, 2009
Additional Information
How to Cite
Zhao, Y.-B., Mariampillai, B., Candito, David A., Laleu, B., Li, M. and Lautens, M. (2009), Exploiting the Divergent Reactivity of Aryl–Palladium Intermediates for the Rapid Assembly of Fluorene and Phenanthrene Derivatives. Angew. Chem. Int. Ed., 48: 1849–1852. doi: 10.1002/anie.200805780
- †
Publication History
- Issue published online: 17 FEB 2009
- Article first published online: 28 JAN 2009
- Manuscript Received: 27 NOV 2008
Funded by
- Natural Sciences and Engineering Research Council (NSERC)
- Merck Frosst Centre for Therapeutic Research
- University of Toronto
- National Graduate Student Program of Building World-Class Universities Grant
- NSERC
- Swiss National Science Foundation
Keywords:
- annulation;
- C
H activation; - domino reactions;
- homogeneous catalysis;
- palladium
Abstract

They all fall down: The value of domino processes can be greatly enhanced when the possibility exists for one to selectively diverge from a common intermediate. In preliminary studies the dual reactivity of aryl–palladium intermediates is exploited. A diverse array of fluorene and phenanthrene derivatives were synthesized in a rapid and efficient manner (see scheme).

1521-3773/asset/2002_left.gif?v=1&s=ac6b0d94a94d7ce7a210002b8096b42feffc0bcf)
1521-3773/asset/2002_right.gif?v=1&s=451042aa3415ae3ad0729984d26dee1866aca82e)