The authors thank the University of Nevada, Reno, and ACS PRF (#43905-G1) for support.
Gold-Catalyzed Intramolecular Redox Reaction of Sulfinyl Alkynes: Efficient Generation of α-Oxo Gold Carbenoids and Application in Insertion into RCO Bonds†
Article first published online: 1 JUN 2007
Copyright © 2007 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 46, Issue 27, pages 5156–5159, July 2, 2007
How to Cite
Li, G. and Zhang, L. (2007), Gold-Catalyzed Intramolecular Redox Reaction of Sulfinyl Alkynes: Efficient Generation of α-Oxo Gold Carbenoids and Application in Insertion into RCO Bonds. Angew. Chem. Int. Ed., 46: 5156–5159. doi: 10.1002/anie.200701449
- Issue published online: 22 JUN 2007
- Article first published online: 1 JUN 2007
- Manuscript Received: 3 APR 2007
- University of Nevada, Reno
- ACS PRF. Grant Number: 43905-G1
- homogeneous catalysis;
- redox chemistry
Golden touch: α-Oxo Au carbenoids are efficiently generated by Au-catalyzed intramolecular redox reactions of sulfinyl alkynes. Besides cyclization to form benzo-fused sulfur-containing rings, these intermediates can participate in subsequent pinacol-type rearrangements, leading to a two-step insertion of a latent vinylcarbonylmethylene group into aldehydes or ketones (see scheme for second step).