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 wanzh@lilly.com
J. Org. Chem., 2006, 71 (2), pp 826–828
DOI: 10.1021/jo051793g
Publication Date (Web): December 22, 2005
Copyright © 2006 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

Abstract

Abstract Image

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. The scope and limitations of the reaction have also been investigated.

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History

  • Published In Issue January 20, 2006
  • Received August 25, 2005

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