We thank the European Commission (Marie Curie International Incoming Fellowship to S.R.C., Project No. PIIF-GA-2009-252561) and the University of Edinburgh for financial support. We are grateful to the EPSRC for a Leadership Fellowship to H.W.L. We thank Martin D. Wieczysty (University of Edinburgh) for assistance in the preparation of substrates, and Gary S. Nichol (University of Edinburgh) for X-ray crystallography. The EPSRC National Mass Spectrometry Service Centre is gratefully acknowledged for providing high-resolution mass spectra.
Functionalization of CH and CH Bonds: Synthesis of Spiroindenes by Enolate-Directed Ruthenium-Catalyzed Oxidative Annulation of Alkynes with 2-Aryl-1,3-dicarbonyl Compounds†
Article first published online: 24 OCT 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 48, pages 12115–12119, November 26, 2012
How to Cite
Reddy Chidipudi, S., Khan, I. and Lam, H. W. (2012), Functionalization of CH and CH Bonds: Synthesis of Spiroindenes by Enolate-Directed Ruthenium-Catalyzed Oxidative Annulation of Alkynes with 2-Aryl-1,3-dicarbonyl Compounds . Angew. Chem. Int. Ed., 51: 12115–12119. doi: 10.1002/anie.201207170
- Issue published online: 21 NOV 2012
- Article first published online: 24 OCT 2012
- Manuscript Received: 4 SEP 2012
- European Commission. Grant Number: PIIF-GA-2009-252561
- CH functionalization;
- synthetic methods
Ru(de) awakening: The synthesis of carbocycles by the ruthenium-catalyzed oxidative annulation of alkynes with 2-aryl cyclic 1,3-dicarbonyl substrates is described. Proceeding by the functionalization of CH and CH bonds, and the formation of an all-carbon quaternary center, the reaction provides a diverse range of spiroindenes in good yields with high levels of regioselectivity.