Practical Method for Transforming Alkynes into α-Diketones
Zhonghui Wan,* Chauncey D. Jones, David Mitchell, John Y. Pu and Tony Y. Zhang
*Global Chemical Process Research and Development, Eli Lilly and Company,
Lilly Corporate Center, Indianapolis, Indiana 46285, wanzhlilly.com
Z. Wan, C. D. Jones, D. Mitchell, J. Y. Pu, T. Y. Zhang, J. Org. Chem., 2006, 71, 826-828.
DOI: 10.1021/jo051793g
Abstract
Oxidation of alkynes to α-dicarbonyl derivatives through a convenient one-pot procedure via a Brønsted acid-promoted "hydration" and a DMSO-based oxidation sequence has been achieved in high yields.
see article for more examples
proposed mechanism
Key Words
1,2-Diketones, Formic Acid, DMSO
ID: J42-Y2006-200