Practical method for transforming alkynes into alpha-diketones.
[reaction: see text] Oxidation of alkynes to alpha-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.
Wan
Zhonghui
Z
Global Chemical Process Research and Development, Eli Lilly and Company, Lilly Corporate Center, Indianapolis, Indiana 46285, USA. wanzh@lilly.com
Jones
Chauncey D
CD
Mitchell
David
D
Pu
John Y
JY
Zhang
Tony Y
TY
D000480:Alkynes / Q000737:chemistry*; D004121:Dimethyl Sulfoxide; D007202:Indicators and Reagents; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D010084:Oxidation-Reduction
D000480:Alkynes; D007202:Indicators and Reagents; D007659:Ketones; D004121:Dimethyl Sulfoxide